Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Efficient Synthesis of 2-phenylquinazolinesCe

http://dx.doi.org/10.1055/s-0030-1259960

ARNAKAR, K.; SHANKAR, J.; NARAYANA MURTHY, S.; RAMESH, K. NAGESWAR, Y. V. D.

OS

NH2

Me

O

O

O

NH2

MeO N

N

Me

O

O

OMe

+ CAN (10 mol%)

80-85 °C 88%

Terbutyl hydroperoxide (sol. 70%)

Synlett 1089 10962011 -, , 8 ,

Conjugate Allylation of Alkylidene MalonatesYb

http://dx.doi.org/10.1021/jo200268e

FALLAN, C.; QUIGLEY, P. F.; LAM, H. W.

OS

CO2Me

CO2MeSiMe3

MeCO2Me

CO2Me

+

2 equiv.

Yb(OTf)3.2H2O (10 mol%)

Hexafluoroisopropanol(2 equiv.)

85%

J. Org. Chem. 4112 41182011 76 -, , 10 ,

Catalytic Enantioselective AlkynylationTi

http://dx.doi.org/10.1002/anie.201007341

ZHANG, G.-W; MENG, W.; MA, H; NIE, J; ZHANG, W.-Q.; MA, J.-A.

HJ

Zn

Angew. Chem. Int. Ed. 3538 35422011 50 -, , 15 ,

Polymerization with Half-Titanocence Anilide ComplexesTi

http://dx.doi.org/10.1002/ejic.201001299

LIU, K.; WU, Q.; GAO, W.; MU, Y.; YE, L.

HJ

Ti

ClCl

N

R1

R1R2

AliBu3/Ph3CB(C5F6)4+

nBu high molecularpoly(ethylene-1-hexene)s

Al

Eur. J. Inorg. Chem. 1901 19092011 -, , 12 ,

1

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Efficient One-Pot Synthesis of Benzothiazolo-4ββββ-Anilino-PodophyllotoxinZr

http://dx.doi.org/10.1016/j.bmcl.2010.11.002

KAMAL, A.; KUMAR, B. A.; SURESH, P.; SHANKARAIAH, N.; KUMAR, M. S.

PLBioorg. Med. Chem. Lett. 350 3532011 21 -, , 1 ,

Heterobimetallic Complexes for Kumada CouplingZr

http://dx.doi.org/10.1002/ejic.201100109

ZHOU, W.; WESTLEY NAPOLINE, J.; THOMAS, C. M.

HJ

Co

Eur. J. Inorg. Chem. 2029 20332011 -, , ,

Three-Component Synthesis of Quinoxaline, Quinazoline, and Phenazine Ring SystemsCr

http://dx.doi.org/10.1055/s-0030-1259973

MUKHERJEE, S.; ROY, P.; GHORAI, B.K.

GJ

N

N

O

SiMe3

Ph Cr(CO)5

OMe

NO O

Ph

N

N

O

O N

O

O

H

H

Ph

Ph

N

N

O

N

O

O

Ph

Ph

5 examples

+ + +reflux, 1 h

42% 30%

THF

Synthesis, 1419 14262011 -, , 9 ,

Fischer Carbene ComplexesCr

http://dx.doi.org/10.1016/j.tet.2010.11.016

NANDI, B.; SINHA, S.

PL

MoW

Tetrahedron 106 1132011 67 -, , 1 ,

2

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Furo[2,3-h]quinoline and Furo[2,3-h]isoquinoline Derivatives using Fischer Carbene Cr

http://dx.doi.org./10.1016/j.tetlet.2010.11.044

ROY, P.; GHORAI, B. K.

PLTetrahedron Lett. 251 2532011 52 -, , 2 ,

Organometallic Enantiomeric ScaffoldingMo

http://dx.doi.org/10.1021/ja201012p

WONG, H.; GARNIER-AMBLARD, E. C.; LIEBSKIND, L. S.

HD

N

TpMo(CO)2R1

PG

Functionalization

N

TpMo(CO)2R1

PG

R2R3

natural and non-naturalalkaloids

J. Am. Chem. Soc., 7517 75272011 133 -, , 19 ,

Non-Heme Manganese Complexes Catalyzed Asymmetric Epoxidation of Olefins Mn

http://dx.doi.org/10.1002/adsc.201100030

OTTENBACHER, R. V.; BRYLIAKOV, K. P.; TALSI, E. P..

HD

R1

R3

R2

Cat., AcOOH

CH3CN R1

R3

R2

OCat. :

ee up to 89 %

Adv. Synth. Catal. 885 8892011 353 -, , 6 ,

Mn(III)-Mediated Formal [3+3]-Annulation of Vinyl A zides and CyclopropanolsMn

http://dx.doi.org/10.1021/ja200879w

WANG, Y.-F.; TOH, K. K.; NG, E. P. J.; CHIBA, S.

MVI

N3

HO N

Mn(acac)3 (1.7 equiv.), rt, 5 minthen AcOH (2 equiv.), rt / MeOH

73%

J. Am. Chem. Soc. 6411 64212011 133 -, , 16 ,

3

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Manganese(III)-Based Oxidative MacrocyclizationMn

http://dx.doi.org/10.1055/s-0030-1259977

ITO, Y.; JOGO, S.; FUKUDA, N.; OKUMURA, R.; NISHINO, H.

GJ

O

O

O

CH3 O

PhPhO

OCH3

OO

Ph

Ph27 examples

yields: 25-94%

55%

Mn(OAc)3.2H2O (5 equiv)

AcOH, reflux, 15 min

Synthesis 1365 13742011 -, , 9 ,

Tungsten(0)- and Rhenium(I)-Catalyzed Tandem CyclizationRe

http://dx.doi.org/10.1002/chem.201003019

KUSAMA, H.; KARIBE, Y.; IMAI, R.; ONIZAWA, Y.; YAMABE, H.; IWASAWA, N.

HD

Me

OTIPS

Me

[ReCl(CO)5] 1%, hνTIPSO

Me

H

Me

toluene, RT

81 %

Cu

Chem. Eur. J. 4839 48482011 17 -, , 17 ,

FeIII-Catalyzed Synthesis of Primary Amides from AldehydesFe

http://dx.doi.org/10.1002/ejoc.201001738

GOWDA, R. R.; CHAKRABORTY, D.

LFEur. J. Org. Chem. 2226 22292011 -, , 12 ,

Synthesis of Coumestan Derivatives via FeCl3-Mediated Oxidative Ring Closure Fe

http://dx.doi.org/10.1021/jo2000644

TANG, L.; PANG, Y.; YAN, Q.; SHI, L.; HUANG, J.; DU, Y.; ZHAO, K.

LFJ. Org. Chem., 2744 27522011 76 -, , 8 ,

4

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Iron-Catalyzed Synthesis of Functionalized 2H-Chromenes Fe

http://dx.doi.org/10.1021/jo2000012

BERA, K.; SARKAR, S.; BISWAS, S.; MAITI, S.; JANA, U.

LFJ. Org. Chem., 3539 35442011 76 -, , 9 ,

Synthesis of Indoles by Intramolecular C-H AminationFe

http://pubs.acs.org/doi/abs/10.1021/ol2004066

BONNAMOUR, J.; BOLM,C.

CS

R1

O

R2

N3

Fe(OTf)2 (10mol%)

THF, 80°C, 24h NH

O

R2R1

Org. Lett. 2012 20142011 13 -, , 8 ,

Synthesis of CoumarinsFe

http://dx.doi.org/10.1055/s-0030-1258473

KUTUBI, MD.S.; HASHIMOTO, T.; KITAMURA, T.

GJ

CH3 OH

CH3

OCH3

CH3

O

OH

O10 examples

yields: 33-95%

Cascade reaction of propiolic acids and phenols

FeCl3 (10 mol%)

2 equivTFA, DCE, 60°C, 15 h

AgOTf (30 mol%)+

85%

Synthesis 1283 12892011 -, , 8 ,

Reductive Ring-Opening of Hydroperoxides with Arenediazonium SaltsFe

http://dx.doi.org/10.1055/s-0030-1260006

PRETCHER, A.; HEINRICH, M.R.

GJ

OCH3

N2

OH OOH

BF4

CH3O

NN

O

OH

12 examplesyields: 42-89%

Radical Beckmann-typerearrangement

++ _ 42%

FeSO4.7H2O (3 equiv)

H2O, DMSO, AcOH

rt, 15 min

Synthesis 1515 15252011 -, , 10 ,

5

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Transesterification Catalyzed by Iron(III) ß-Diketonate SpeciesFe

http://dx.doi.org/10.1016/j.tet.2011.01.009

WENG, S.-S.; KE, C.-S.; CHEN, F.-K.; LYU, Y.-F.; LIN, G.-Y.

PLTetrahedron 1640 16482011 67 -, , 9 ,

kinetic Resolution of a Planar Chiral FerrocenylketoneFe

http://dx.doi.org/10.1016/j.tetasy.2010.10.004

PATTI, A.; PEDOTTI, S.

PL

Ru

Tetrahedron Asymm. 2631 26372011 -, , ,

Ferrocenyl ββββ-C-Glycosydic Spiropyrrolidines and PyrrolizidinesFe

http://dx.doi.org/10.1016/j.tetlet.2010.12.026

PRASANNA, R.; PURUSHOTHAMAN, S.; SURESH, M.; RAGHUNATHAN, R.

PLTetrahedron Lett. 792 7972011 52 -, , 7 ,

Ru-Catalyzed Tandem Reaction of Alcohol Oxidation Followed by HydroarylationRu

http://dx.doi.org/10.1002/adsc.201000884

SIMON, M.-O.; UNG, G.; DARSES, S.

SB

R

OH

+ Si(OiPr)3

RuCl3.x H2O (4 mol%)(4-CF3C6H4)3P 15 mol%

HCO2Na 30 mol%dioxane/acetone : 1/1, 100 °CAr

R

O

Ar

(OiPr)3Si

A reaction mechanism is proposed.

Adv. Synth. Catal. 1045 10482011 353 -, , 7 ,

6

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

A Single Precatalyst Tandem RCM–Allylic Oxidation SequenceRu

http://dx.doi.org/10.1039/C1CC11347J

SCHMIDT, B.; KREHL, S.

LFChem. Commun., 5879 58812011 47 -, , 20 ,

Simple Synthetic Routes to Ruthenium–Indenylidene Olefin Metathesis CatalystsRu

http://dx.doi.org/10.1039/C1CC10741K

URBINA-BLANCO, C. A.; MANZINI, S.; PÉREZ GOMES, J.; DOPPIU, A.; NOLAN, S. P.

LFChem. Commun., 5022 50242011 47 -, , 17 ,

Sequential ATRA/Reductive Cyclopropanation Reactions with a Ru-CatalystRu

http://dx.doi.org/10.1002/ejoc.201100175

FERNÁNDEZ-ZÚMEL, M. A.; BURON, C.; SEVERIN, K.

LF

Mn

Eur. J. Org. Chem. 2272 22772011 -, , 12 ,

Polycyclic Lactones via Ru-Catalyzed RCM/Hetero-Pauson–Khand SequenceRu

http://dx.doi.org/10.1021/jo200359c

FINNEGAN, D. F.; SNAPPER, M. L.

LFJ. Org. Chem., 3644 36532011 76 -, , 10 ,

7

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Synthesis of (E)-3'-Phosphonoalkenyl Modified Nucleoside Phosphonates Ru

http://dx.doi.org/10.1021/jo200033p

HUANG, Q.; HERDEWIJN, P.

LFJ. Org. Chem., 3742 37532011 76 -, , 10 ,

Oxidative Vinylation of Heteroarene Carboxylic Acids with Alkenes Ru

http://pubs.acs.org/doi/abs/10.1021/ol102942w

UEYAMA, T.; MOCHIDA, S.; FUKUTANI, T.; HIRANO, K.; SATOH, T.; MIURA, M.

CS

Y

H

CO2H

Y = S, O, NMe

S

CO2H

H

H

+ RRu-cat.

Cu-salt

Y CO2H

R

S

CO2H

R

R+

Cu

Org. Lett. 706 7082011 13 -, , 4 ,

O-H Insertion and Condensation Reactions of a-Diazocarbonyl CompoundsRu

http://pubs.acs.org/doi/abs/10.1021/ol2000815#cor1

AUSTERI, M.; RIX, D.; ZEGHIDA, W.; LACOUR, J.

CS

RO

O O

N2

[CpRu(CH3CN)3][PF6]

R1OH

N C R2or

O

R4R3

37 - 90 %26 examples

RO

O O

H OR1

O

ON

O

R2

R

or O

OO

O

R3

R

R4

Org. Lett. 1394 13972011 13 -, , 6 ,

Oxidation of Alkenes at Room Temperature : Practical Approach to a-DiketonesRu

http://pubs.acs.org/doi/abs/10.1021/ol200716d

CHEN, S.; LIU, Z.; SHI, E.; CHEN, L.; WEI, W.; LI, H.; CHENG, Y.; WAN, X.

CS

R1

R2

R1, R2 = aryl, heteroaryl, alkyl

1 mol% [Ru(cymene)Cl2]230 mol% Bu4NI

3.6 equiv TBHP, 1h

R1

O

O

R2

Org. Lett. 2274 22772011 13 -, , 9 ,

8

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Reactivity of Acetylene Complexes of Bis(imino)pyridine Ru(0) Ru

http://dx.doi.org/10.1021/om100953g

WIEDER, N. L.; CARROLL, P. J.; BERRY, D. H.

SB

N

N

Mes

N

Mes

RuC2H2

-toluene

C2Ph2

-tolueneN

N

N

Mes

Ru

Mes

Ru

Ph Ph

Ph

Ph

N

N

N

C2H2C6H6

catalyst death

excess ofC2Ph2 no

reaction

Organometallics 2125 21362011 30 -, , 8 ,

NHC-Ruthenium Complexes for Hydrogen Transfer ReactionsRu

http://dx.doi.org/10.1021/om101179a

DEL POZO, C.; IGLESIAS, M.; SANCHEZ, F.

SB

N

RN

N

Ar

Ru

OC Cl

H KOtBuN

RN

N

Ar

Ru

CO

H

R = NHHN Si(OEt)3or

Ar = or

Use of the ruthenium complexesin dehydrogenation reactions of primary alcohols

and in transfer hydrogenation of carbonyl compounds

Organometallics 2180 21882011 30 -, , 8 ,

Ruthenium Complexes of 1,3-Di(1,2,3-triazol-4-yl)benzeneRu

http://dx.doi.org/10.1021/om200039j

YANG, W.-W.; WANG, L.; ZHONG, Y.-W.; YAO, J.

SB

N

N N

N

NNNN

NR R

Ru

PF6-

R = nBu or Ph

Electrochemical and spectroscopic studies wereperformed with these complexes

Organometallics 2236 22402011 30 -, , 8 ,

Synthesis of Amino-Tethered NHC-Ru(II) ComplexesRu

http://dx.doi.org/10.1021/om2000844

JONG, H.; PATRICK, B. O.; FRYZUK, M. D.

SB

N NMes

NH

Mes

Ru

Cl

Cl

PCy3H

Ph

N NMes

NH

Mes

Ru

Cl

Cl

H

Ph

N NMes

NH

Mes

Ru

Cl

Cl

PMe3H

Ph

pyridine

Organometallics 2333 23412011 30 -, , 8 ,

9

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Photoinduced Cleavage of Ru-NO Bonds Under Visible LightRu

http://dx.doi.org/10.1021/om101022p

GHOSH, K.; KUMAR, S.; KUMAR, R.; SINGH, U. P.; GOEL, N.

SB

Ph3P Ru

N

ON

PPh3

Cl

X

R2

OHR3

R1

hν

free NO

NaNO2 / H+

N

Ru(PPh3)2Cl

X

R3

R2

R1

O

R1 = Cl, Me R2 = NO2, Me R3 = H, NO2X = CH, N

Organometallics 2498 25052011 30 -, , 9 ,

Synthesis and Applications of Ruthenium Complexes of 1,2,3-Triazol-5-ylidenesRu

http://dx.doi.org/10.1021/om200272m

BOUFFARD, J.; KEITZ, B. K.; TONNER, R.; GUISADO-BARRIOS, G.; FRENKING, G.; GRUBBS, R. H.; BERTRAND, G.

SB

ArN

NN

Ar

HN

N

N

+RAr

Ar

PF6-

Ar =Mes, Dipp; R = Ph, Mes, Tipp

+ R

tBuOCl, KPF6DCM

-78°C to RT1/ tBuOK2/ [Ru]

RuiPrO

Cl

Cl

N

NN

R

Ar

Ar

Ruthenium complexes were efficient catalysts in ROMP and RCM reactions

Organometallics 2617 26272011 30 -, , 9 ,

Homobimetallic Rutheniulm Complexes as Catalysts in Metathesis Reactions Ru

http://dx.doi.org/10.1021/om2001074

BORGUET, Y.; SAUVAGE, X.; ZARAGOZA, G.; DEMONCEAU, A.; DELAUDE, L.

SB

Ru

Cl

Cl

Cl Ru

Me

iPr

L

Cl

C

H

Ph

First Generation: L = PCy3Second Generation: L = IMes

The ruthenium complexes were evaluatedas catalyst in metathesis reactions

Organometallics 2730 27382011 30 -, , 10 ,

Precursors for Benzannulated SpiroketalsRu

http://dx.doi.org/10.1055/s-0030-1259981

SPERRY, J.; LIU, Y.C.; WILSON, Z.E.; HUBERT, J.G.; BRIMBLE, M.A.

GJ

O

OBn

OOBn

Grubbs II catalyst(5 mol%)

neat, 60°C, 48 h+

19% (E)

Heterocycle dimer: 7%Alcohol dimer: 16%+

6 equiv

Synthesis 1383 13982011 -, , 9 ,

10

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Z-Isomer of Phomolide B by RCM ReactionRu

http://dx.doi.org/10.1016/j.tetlet.2010.11.003

MOHAPATRA , D. K.; REDDY, D. P.; DASH, U.; YADAV, J. S.

PLTetrahedron Lett. 151 1542011 52 -, , 1 ,

Helically Chiral Ruthenium ComplexRu

http://dx.doi.org/10.1016/j.tetlet.2010.11.104

ALOUI, F.; MOUSSA, S.; BEN HASSINE, B.

PLTetrahedron Lett. 572 5752011 52 -, , 5 ,

Ring Closing Metathesis in the Presence of Basic AminesRu

http://dx.doi.org/10.1016/j.tetlet.2010.12.020

LAHIRI, R.; PRASAD KOKATLA, H.; VANKAR, Y. D.

PLTetrahedron Lett. 781 7862011 52 -, , 7 ,

Ruthenium-Catalysed Asymmetric Transfer Hydrogenation of SulfinyliminesRu

http://dx.doi.org/10.1016/j.tetlet.2010.12.031

GUIJARRO, D.; PABLO, O.; YUS, M.

PLTetrahedron Lett. 789 7912011 52 -, , 7 ,

11

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Synthesis of ββββ-Hydroxysulfonamides by Asymmetric Transfer HydrogenationRu

http://dx.doi.org/10.1016/j.tetlet.2010.12.054

GENG, Z.; WU, Y.; MIAO, S.; SHEN, Z.; ZHANG, Y.

PL

ee = 99%Yield = 95%

Tetrahedron Lett. 907 9092011 52 -, , 8 ,

Co-Catalyzed Arylation of Unactivated ArenesCo

http://dx.doi.org/10.1002/chem.201002290

LIU, W.; CAO, H.; XIN, J.; JIN, L.; LEI, A.

SB

R

X +[Co(acac)3]

LiHMDS80°C, 48h R

X = Br, I

Chem. Eur. J. 3588 35922011 17 -, , 13 ,

Synthesis of Bicyclic AminopyridinesCo

http://dx.doi.org/10.1021/ol200417p

GARCIA, P.; EVANNO, Y.; GEORGE, P.; SEVRIN, M.; RICCI, G.; MALACRIA, M.; AUBERT, C.; GANDON, V.

SB

NTs

R1

n +

N

R2 CpCo(CO)(dmfu)10 mol%

toluene, 110°C15h

NNTs

n

R1

R2

or

R1 = TMS, Ph

NTs

n+

N

R2

Ph

sameconditions N

NTs

Ph

R

dmfu = dimethylfumaraten = 1-4

n = 3

Org. Lett. 2030 20332011 13 -, , 8 ,

Rhodium-Catalysed Alkoxycarbonylative Cyclisation Reactions of 1,6-EnynesRh

http://dx.doi.org/10.1002/adsc.201000772

ZIYANAK, F.; KUS¸, M.; ARTOK, L.

HD

O

CO2Et

Me [RhCl(cod)]2, CO

MeOH, H2O, 100°C CO2Et

CO2MeO

Me

68 %

Adv. Synth. Catal. 897 9022011 353 -, , 6 ,

12

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Bis-Sulfamyl Imines: Potent Substrates for Asymmetric Additions of Arylboroxines Rh

http://dx.doi.org/10.1002/adsc.201000838

CRAMPTON, R.; WOODWARD, S.; FOX, M.

HD

Ar1 N N Ar1

OS

O(Ar2BO)3

[RhCl(C2H4)2]2 3%

L 6.6 %, KOH aq

Dioxane

Ar1 NH

NH

Ar1

OS

OAr2 Ar2

OL :

O

up to > 99 % ee

Adv. Synth. Catal. 903 9062011 353 -, , 6 ,

Mechanistic Studies of the Coupling of 1,3-Diynes and Vicinal Dicarbonyl CompoundsRh

http://dx.doi.org/10.1002/chem.201002741

LIU, P.; KRISCHE, M. J.; HOUK, K. N.

SB

R1 R2 +

O

O

R[Rh(cod)2]OTf

L*, H2 (1 atm)R1 = small substituentR2 = large substituent

R

O

OH

*

R2

H

R1

Chem. Eur. J. 4021 40292011 17 -, , 14 ,

Cyclopropanation ReactionsRh

http://dx.doi.org/10.1021/jo102140z

ROSENBERG,M. L.; VLARANA, K.; GUPTA, N. S.; WRAGG, D.; TILSET, M.

OS

O

O

N2

CO2Et N

N

N

RhCO

Cl+

Cat. (5 mol%), AgOTf (5 mol%)

0 °C, CH2Cl2, 2 h.98%

Cis/trans >99:1Cat. =

J. Org. Chem. 2465 24702011 76 -, , 8 ,

Oxidative Coupling of Arylboron Reagents with AlkynesRh

http://dx.doi.org/10.1021/jo200339w

FUKUTANI, T.; HIRANO, K.; TETSUYA SATOH, T.; MIURA, M.

OS

B(OH)2Ph

Ph

Me

Me

+

[Cp*RhCl2]2

Oxidant100 °C

70%

J. Org. Chem. 2867 28742011 76 -, , 8 ,

13

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Regioselective Olefination Directed by a Carboxylic GroupRh

http://dx.doi.org/10.1021/jo200509m

MOCHIDA, S.; HIRANO, K.; SATOH,T.; MIURA, M.

OS

COOH

COOMe

+

[Cp*RhCl2]2

K2CO3, MeI

AgOAc

69%

J. Org. Chem. 3024 30332011 76 -, , 9 ,

Dirhodium-Catalyzed Phenol and Aniline OxidationsRh

http://dx.doi.org/10.1021/jo1024865

RATNIKOV, M. O.; FARKAS, L. E.; MCLAUGHLIN, E. C.; CHIOU, G.; CHOI, H.;EL-KHALAFY, S. H.; DOYLE, M. P.

OS

OHO

Me OO

Rh2(cap)4 (1 mol%)

94%Ter-butyl hydroperoxide (4 equiv.)

(CH2Cl)2

J. Org. Chem. 2585 25932011 76 -, , 8 ,

Rh-Catalyzed Synthesis of 2-Acetoxy-1,3(E)-alkadienesRh

http://dx.doi.org/10.1021/ol200198z

ZHANG, X.; FU, C.; MA, S.

SB

.R2

R1

OC(O)R3

Rh(PPh3)3Cl (1 mol %), PPh3 (3 mol %) or

Rh(CO)(PPh3)2Cl (2 mol %)

toluene, 120°C

R1

R2

OC(O)R3

E/Z up to > 99/1yields up to 92 %

Org. Lett. 1920 19232011 13 -, , 8 ,

Asymmetric 1,4-Addition of Arylboronic Acids to ChromoneRh

http://dx.doi.org/10.1021/ol2004148

KORENAGA, T.; HAYASHI, K.; AKAKI, Y.; MAENISHI, R.; SAKAI, T.

SB

O

O

R

+ ArB(OH)2toluene / H2O or

DCM / H2O0-40 °C, 0.7-3 h

[Rh(OH)(cod)]2 / L*Rh/L = 1, 0.5-3 mol% Rh

O

O

R

Aryields up to 95 %ee up to 99%

L*:

MeO

MeO

PAr2

PAr2

Ar: 3,4,5-F3-C6H2

Org. Lett. 2022 20252011 13 -, , 8 ,

14

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

O-Arylation Reactions of Arylbromides Catalyzed by a Rh(NHC) CatalystRh

http://dx.doi.org/10.1021/ol200603c

KIM, H. J.; KIM, M.; CHANG, S.

SB

BrR1 + OHR2

Rh(cod)Br(NHC) (5 mol%)AgSbF6 (10 mol%)

Cs2CO3 (2eq.), toluene/Et3N100°C, 24h

O

R1 R2

Rh

Br

N

N

catalyst:

Org. Lett. 2368 23712011 13 -, , 9 ,

Rh-Catalyzed Synthesis of Butyrolactams by Debenzylative Cyclization of Amines.Rh

http://dx.doi.org/10.1016/j.tetlet.2011.02.104

OH, Y. T.; SENDA, K.; HATA, T.; URABE, H.

SB

Cl

N

R

Ar

Rh2(tfa)4

toluene/H2O : 100/1reflux, 10h

tfa : trifluoroacetate

NO

R

Tetrahedron Lett. 2458 24612011 52 -, , 19 ,

N-Alkylation of Amines with Alcohols Catalyzed by a Water-Soluble Iridium ComplexIr

http://dx.doi.org/10.1002/adsc.201000962

KAWAHARA, R.; FUJITA, K.; YAMAGUCHI, R.

HD

NH2R2

R1

R3 R4

OH [Cp∗Ir(NH3)3][I]2 1-3 % N R4R2

R1

R3H2O, air, refux

+

The catalyst can be recovered

34 examples74-94 %

Adv. Synth. Catal. 1161 11682011 353 -, , 7 ,

Iridium Zwitterionic Catalysts for Asymmetric Hydro genation of AlkenesIr

http://dx.doi.org/10.1002/chem.201003314

FRANZKE, A.; PFALTZ, A.

SB

Ir

Ph2P

NN

R

R

FF

BAr3

FF

-+

Ir

oTol2P

NO

tBu

+

OFF

F F

Ar3B-

Ar = C6F5 or 3,5-(CF3)2C6H3

R = tBu or R,R= -(CH2)4-

Chem. Eur. J. 4131 41442011 17 -, , 15 ,

15

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Oxidative Methyl Esterification of Primary AlcoholsIr

http://dx.doi.org/10.1021/jo2003264

YAMAMOTO, N.; OBORA, Y.; ISHII, Y.

OS

OH

O

OMe

[Cp*IrCl 2]2 (2 mol%)-MAE (6 mol%)

Acetonert, 24 h.

Cs2CO3 (10 mol%MeOH+

83%

J. Org. Chem. 2937 29412011 76 -, , 8 ,

Ir-Catalyzed Dehydrogenative Oxidation of Primary and Secondary AlcoholsIr

http://dx.doi.org/10.1021/ol2005424

FUJITA, K.-I.; YOSHIDA, T.; IMORI, Y.; YAMAGUCHI, R.

SB

R1

OH

R2

Cp*Ir catalystNaOMe or NaHCO3

reflux, 20htoluene or p-xylene

reflux, 20htoluene or p-xylene

Cp*Ir catalyst

R2 = H

R1

O

R2

+ H2 R1CHO + H2

R2 = H

Cp*Ir catalyst:

Ir

ClN

OH

Org. Lett. 2278 22812011 13 -, , 9 ,

Synthesis of N-Phenyl b-Amino Acids Ir

http://dx.doi.org/10.1016/j.tetasy.2010.11.026

MRšIC, N.; PANELLA, L.; MINNAARD, A.J.; FERINGA, B.L.; DE VRIES, J. G.

BS

NH O

OR2

R1

5 mol% [Ir(COD)2]BArF(S)-PipPhos

achiral ligand25 bar H2, rt, CH2Cl2, 16h

NH O

OR2

R1*

up to 70%ee

1a, R1 = Me, R2 = Me2a, R1 = Me, R2 =Et3a, R1 = Ph, R2 =Et

1-31a-3a

Tetrahedron Asymm. 36 392011 22 -, , 1 ,

Cross-Coupling of Phenols with Arylboronic Acids Pomoted by Ni CatalystsNi

http://dx.doi.org/10.1002/chem.201003403

CHEN, G.-J.; HUANG, J.; GAO, L.-X.; HAN, F.-S.

SB

+

OH

R

B(OH)2R

PyBroP, base

dioxane, 100°C, 3hNi(dppp)Cl2, 100°C

PyBroP:

P

N

BrN

N

+PF6-

Chem. Eur. J. 4038 40422011 17 -, , 14 ,

16

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Ni-Catalyzed Conversion of Two Different Aldehydes to Cross-Coupled EstersNi

http://dx.doi.org/10.1021/ja109908x

HOSHIMOTO, Y.; OHASHI, M.; OGOSHI, S.

MVI

H

O

H

O

O

O H H

1 equiv. 1 equiv.

4 mol% Ni(cod)2/SIPrToluene, 40°C, 4h

84%

J. Am. Chem. Soc. 4668 46712011 133 -, , 13 ,

Mechanistic Study of Ni-Catalyzed Ynal Reductive Cyclizations by Kinetic AnalysisNi

http://dx.doi.org/10.1021/ja200867d

BAXTER, R. D.; MONTGOMERY, J.

MVI

H

O

Ph Et3SiH

Et3SiOH

PhNi

O Ph

L

SiEt3LnNi

H

Ni(0) or

distinguished by rates studies

J. Am. Chem. Soc. 5728 57312011 133 -, , 15 ,

Suzuki-Miyaura Cross-Coupling of Aryl Carbamates and SulfamatesNi

http://dx.doi.org/10.1021/ja200398c

QUASDORF, K. W.; ANTOFT-FINCH, A.; LIU, P.; SILBERSTEIN, A. L.; KOMAROMI, A.; BLACKBURN, T.; RAMGREN, S.D.; HOUK, K. N.; SNIECKUS, V.; GARG, N. K.

MVI

R'OR B Ar

R''O

R''O R'Ar

R = C(O)NEt2 or SO2NMe2> 65 examples

Ni catalysis

Computational studies

J. Am. Chem. Soc. 6352 63632011 133 -, , 16 ,

Regioselectivity in Ni-Catalyzed Reductive Couplings of Alkynes and AldehydesNi

http://dx.doi.org/10.1021/ja202007s

LIU, P.; MONTGOMERY, J.; HOUK, K. N.

MVI

OSi(i-Pr)3

RL

S

O

RH

L

S(i-Pr)3SiH (i-Pr)3SiH

OSi(i-Pr)3

RS

L

Ni(cod)2small ligand

Ni(cod)2large ligand

Computational studies

J. Am. Chem. Soc. 6956 69592011 133 -, , 18 ,

17

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

A Structure–Activity Study of Ni-Catalyzed Alkyl–Al kyl Kumada CouplingNi

http://dx.doi.org/10.1021/ja200270k

REN, P.; VECHORKIN, O.; VON ALLMEN, K.; SCOPELLITI, R.; HU, X.

MVI

Br

n-BuMgCl

n-BuN

NMe2

NiN

Cl

3 mol% cat.

DMA, -20°C

cat.75%

J. Am. Chem. Soc. 7084 70952011 133 -, , 18 ,

Kumada and Suzuki Cross-coupling Reactions Catalyzed by NHC-Ni(I) ComplexesNi

http://dx.doi.org/10.1021/om200090d

ZHANG, K.; CONDA-SHERIDAN, M.; COOKE, S.R.; LOUIE, J.

PB

Ph X BrMg Ph 25-82%

52-75%PhB(OH)2BrR +

+

X = Cl, Br

R

N N

Ni Br

N N

Organometallics, 2546 25522011 30 -, , 9 ,

Intramolecular Palladium-Catalyzed Aminocarboxylation of Olefins Pd

http://dx.doi.org/10.1002/adsc.201000889

BORSINI, E.; BROGGINI, G.; FASANA, A.; GALLI, S.; KHANSAA, M.; PIARULLI, U.; RIGAMONTI, M.

HD

BocHN

N

O

R R'

PdCl2(MeCN)2 5%

CuCl2 3 eq.

DMF, 100°C

N

NR

O

O

O

R'

up to 83 % yielddr up to 85/15

Cu

Adv. Synth. Catal. 985 9942011 353 -, , 6 ,

Chlorinative Cyclization of 1,6-Enynes Pd

http://dx.doi.org/10.1002/adsc.201000926

TAKENAKA, K.; HASHIMOTO, S.; TAKIZAWA, S.; SASAI, H.

HD

XO

R1

R2R3

Pd(OAc)2 5 %, L, 6 %

LiCl, urea.H2O2AcOH, 15°C

∗

X

R3

Cl

R1

Cl

O

R2L :

O N N O

H Hi-Pr

i-Pr

i-Pr

i-Pr

11 examples, 30-77 %

E/Z up to >98:>2, ee up to 73 %

Adv. Synth. Catal. 1067 10702011 353 -, , 7 ,

18

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Ligand-Free Reusable Palladium-Catalyzed Heck-Type Coupling Reactions Pd

http://dx.doi.org/10.1002/adsc.201100008

QU, X.; SUN, P.; LI, T.; MAO, J.

HD

IR1

R2R

Pd(OAc)2 4 %, K2CO3 2 eq.

PEG-400, 40°C, air

R+

91->99 %This catalytic system could be recycled

Adv. Synth. Catal. 1061 10662011 353 -, , 7 ,

Palladium(II)-Catalyzed Aerobic Intermolecular Cyclization of Acrylic Acid with Alkenes Pd

http://dx.doi.org/10.1002/adsc.201100006

YONEHARA, K.; MIYOSHI, Y.; TSUKAJIMA, A.; AKATSUKA, T.; SAITO, M.

HD

CO2H RO2, catalyst

toluene, 70°C

Catalyst : Pd(OCOCF3)2 1%, Cu(OAc)2 4 % or Pd(OCOCMe3)2 5 %

+ O

O

R

up to 81 %

Cu

Adv. Synth. Catal. 1071 10752011 353 -, , 7 ,

Suzuki–Miyaura Cross-Coupling Reactions in Supercritical Carbon DioxidePd

http://dx.doi.org/10.1002/adsc.201000909

FERNANDES, R. R.; LASRI, J.; GUEDES DA SILVA, M. F. C.; PALAVRA, A. M. F.; DA SILVA, J. A. L.; FRAUSTO DASILVA, J. J. R.; POMBEIRO, A. J. L.

HD

BHO OH

R

X

R'

cat.

scCO2R R' N

ONCl2Pd

2

cat. :+

Adv. Synth. Catal. 1153 11602011 353 -, , 7 ,

Addition Reaction of Dibutylphosphane Oxide with Alkynes: New Mechanistic Proposal Pd

http://dx.doi.org/10.1002/adsc.201000758

KANADA, J.; TANAKA, M.

HD

Brønsted acid

Pd complex

Chelating ligandR1 R2 +

Bu2(O)P

R2R1

H-P(O)Bu2up to 92 %

Adv. Synth. Catal. 890 8962011 353 -, , 6 ,

19

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Access to 2-Aminopyridines – Compounds of Great Biological and Chemical SignificancePd

http://dx.doi.org/10.1002/adsc.201000942

BOLLIGER, J. L.; OBERHOLZER, M.; FRECH, C. M.

HD

NBr Br HNR1R2

K3PO4 or KN(SiMe3)2

NN BrR1

R2

Negishi, Suzuki, Heck

cross-coupling reactions

NN RR1

R2

Adv. Synth. Catal. 945 9542011 353 -, , 6 ,

Cyclizative Alkenylboration of Double BondsPd

http://dx.doi.org/10.1021/ja200856t

DAINI, M.; SUGINOME, M.

CJM

R1O

R2

B

NiPr2

Cl+ Cp2ClZr

R3PdCp(allyl) 5 mol%

PMe3 10 mol%

Toluene, 120 °C

BONiPr2

R1

R2

R3

BZr

J. Am. Chem. Soc. 4758 47612011 133 -, , 13 ,

Total Synthesis of (+)-Lithospermic Acid via a Late-Stage C-H OlefinationPd

http://dx.doi.org/10.1021/ja2010225

WANG, D.; YU, J.-Q.

CJM

O

H

OMe

OMe

OMe

CO2K

+

OMeMeO

O

CO2Me

O

OOMe

OMe

OMe

CO2K

ORO

=O

RO

Pd(OAc)2 5 mol%Ac-Ile-OH 10 mol%

O2 1 AtmKHCO3 2 equiv.

t-Amyl-OH, 85 °C

93% yield

J. Am. Chem. Soc. 5767 57692011 133 -, , 15 ,

Three Component Cross-Coupling ReactionsPd

http://dx.doi.org/10.1021/ja201358b

LIAO, L.; JANA, R.; URKALAN, K. B.; SIGMAN, M. S.

CJM

TfO

R2R3 +

R1+ ArB(OH)2

Pd2dba3 3 mol%KF 1.7 equiv.

DMA, 55°C R2R3

ArR1

J. Am. Chem. Soc. 5784 57872011 133 -, , 15 ,

20

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Enantioselective Conjugate AdditionPd

http://dx.doi.org/10.1021/ja200664x

KIKUSHIMA, K.; HOLDER, J. C.; GATTI, M.; STOLTZ, B. M.

CJM

O

R

+ ArB(OH)2

Pd(OTf)2 5 mol%L* 6 mol%

DCE, 60-80 °C

O

ArR

N N

O

tBuL*=

B

J. Am. Chem. Soc. 6902 69052011 133 -, , 18 ,

Cyanomethylation of Aryl HalidesPd

http://dx.doi.org/10.1021/ja201743j

VELCICKY, J.; SOICKE, A.; STEINER, R.; SCHMALZ, H.

CJM

BNOO

O+ ArX Ar CN

PdCl2dppf 10 mol%KF 3 equiv.

DMSO, 130 °C

B

J. Am. Chem. Soc. 6948 69512011 133 -, , 18 ,

C-3 Selective C-H Olefination of PyridinesPd

http://dx.doi.org/10.1021/ja2021075

YE, M.; GAO, G.; YU, J.

CJM

N

H+

R2Pd cat.

Ag2CO3 (0.2 - 0.5 eq)

air, DMF 140 °CR1

NR1

R2NN

PdAcO OAc

J. Am. Chem. Soc. 6964 69672011 133 -, , 18 ,

Silaboration of PyridinesPd

http://dx.doi.org/10.1021/ja2020229

OSHIMA, K.; OHMURA, T.; SUGINOME, M.

CJM

N R2

R1

+ R3Si—B(pin)(pi-allyl)PdCl(PCy3) 2 mol%

Toluene, 50 °C N

SiR3

B(pin)

R1

R2

BSi

J. Am. Chem. Soc. 7324 73272011 133 -, , 19 ,

21

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Enantioselective Prenylations and GeranylationsPd

http://dx.doi.org/10.1021/ja2020873

TROST, B. M.; MALHOTRA, S.; CHAN, W. H.

CJM

N

R

R1 O +

R2

R= H, Me

BocO

Pd2dba3•CHCl3 2.5 mol%Trost L* 7.5 mol%

PhCH3, rt N

R

R1 O

R2

R R

J. Am. Chem. Soc. 7328 73312011 133 -, , 19 ,

Trifunctional CatalysisPd

http://dx.doi.org/10.1021/ja2014345

ERB, J.; PAULL, D. H.; DUDDING, T.; BELDING, L.; LECTKA, T.

CJM

RCl

OPhNH2 +

NFSI 1 equiv.LiClO4 10 mol%BQd 10 mol%

PdCl2(PPh3)2 5 mol%

Hünig's base 1.1 equiv.THF, - 78 °C

RBQd

O

FN

S

SO

Ph

OOPh

O

Li

[Pd]

RNHPh

O

F

J. Am. Chem. Soc. 7536 75462011 133 -, , 19 ,

Aryl-CF 3 Bond FormationPd

http://dx.doi.org/10.1021/ja201726q

BALL, N. D.; GARY, J. B.; YE, Y.; SANFORD, M. S.

CJM

PdL

L

OTf

CF3F

CF3T°

L

L= N N

80 °C

N N

23 °C

J. Am. Chem. Soc. 7577 75842011 133 -, , 19 ,

Monoarylation of Acetone with Aryl HalidesPd

http://dx.doi.org/10.1021/ja200009c

HESP, K. D.; LUNDGREN, R. J.; STRADIOTTO, M.

CJM

ArX +O O

Ar

P(Adam)2

NNX= Cl, Br, I, OTs (solvent)

Pd/ L

Cs2CO3, 90°C

L=

J. Am. Chem. Soc. 5194 51972011 14 -, , 5194,

22

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Asymmetric Alkylative Ring-Opening Reaction of Oxabicyclic AlkenesPd

http://pubs.acs.org/doi/abs/10.1021/ol102928q

ENDO, K.; TANAKA, K.; OGAWA, M.; SHIBATA, T.

CS

Pd(OAc)2 (5 mol%)(R) -BINOL-PHOS (5mol%)

O

Rn

Me2Zn+toluene, rtthen H30

+

Rn

OHMe

up to 98% yieldup to 99% yield

PPh2

OHOH

PPh2

(R)BINOL-PHOS

Zn

Org. Lett. 868 8712011 13 -, , 5 ,

2,2-Difunctionalization of AlkenesPd

http://pubs.acs.org/doi/abs/10.1021/ol102956x

ELLIOTT, L. D.; WRIGGLESWORTH, J. W.; COX, B.; LLOYD-JONES, G. C.; BOOKER-MILBURN, K. I.

CS

EWG

R = Ts,BocX = O, NTs, NBoc

RHNXH

n10 mol% (MeCN)2PdCl2

BQ 1 equiv, DME

n = 1,2,3

RN X

EWG

n> 35 examples

up to 82% yield

Org. Lett. 728 7312011 13 -, , 4 ,

Enantioselective Allylic Alkylation of Indoles Using Sulfur-MOP LigandPd

http://pubs.acs.org/doi/abs/10.1021/ol102977b

HOSHI, T.; SASAKI, K.; SATO, S.; ISHII, Y.; SUZUKI, T.; HAGIWARA, H.

CS

Ph Ph

OAc

NHR

2.5 mol% [Pd(C3H5)Cl]25 mol % Sulfur-MOP

3 equiv K2CO3, EOAc, rt, 8h

R = H, 2-Ph, 5-Me, 5-OMe5-Cl, 5-Br, 7-Me

+

NH

Ph

Ph

R

up to 95% ee

SRPPh2

Sulfur-MOP

L1 : R= PhL2 : R = 2-i-PrPhL3 : R = 2-NpL4 : R = 3,5-XylL5 : R = Cy

*

Org. Lett. 932 9352011 13 -, , 5 ,

Oxidative sp2 C-H Bond Acylation with AlcoholsPd

http://pubs.acs.org/doi/abs/10.1021/ol200017a

XIAO, F.; SHUAI, Q.; ZHAO, F.; BASLÉ, O.; DENG, G.; LI, C.-J.

CS

NR1

R2 OH+

PdCl2 (5 mol%)TBHP (3 equiv)

PhCl, 140°C

NR1

O

R2

Org. Lett. 1614 16172011 13 -, , 7 ,

23

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Synthesis and Cross-Coupling of SulfonamidomethyltrifluoroboratesPd

http://pubs.acs.org/doi/abs/10.1021/ol200202g

MOLANDER, G. A.; FLEURY-BREGEOT, N.; HIEBEL M. A.

CS

Cl

2 mol% Pd(MeCN)Cl24 mol% RuPhos

3 equiv Cs2CO3 t-BuOH/H2O, 100°C

NH

BF3K

26 - 95 %26 examples

RSR

O

O

RNH

SO

OR

+

Ru

Org. Lett. 1694 16972011 13 -, , 7 ,

Oxidative Coupling of Trialkylamines with Aryl Iodi des Leading to Alkyl Aryl KetonesPd

http://pubs.acs.org/doi/abs/10.1021/ol200404z

LIU, Y.; YAO, B.; DENG, C.-L.; TANG, R.-Y.; ZHANG, X.-G.; LI, J.-H.

CS

NRR1

R2

PdCl2(MeCN)2

TBAB, ZnODMSO, 100°C

NRR1

R2

Ar-I

H2OAr

O

RNH

R1

R2+

Org. Lett. 2184 21872011 13 -, , 9 ,

C-H Perfluoroalkylation of ArenesPd

http://pubs.acs.org/doi/abs/10.1021/ol200628n

LOY R. N.; SANFORD,M. S.

CS

R + C10F21I

Pd2dba3 (5 mol%)BINAP (20 mol%)

Cs2CO3 (2 equiv)40-100°C, 15-24h

RC10F21

Org. Lett. 2548 25512011 13 -, , 10 ,

N-Arylation of Methanesulfonamide and Related NucleophilesPd

http://pubs.acs.org/doi/abs/10.1021/ol200660s

ROSEN, B.R.; RUBLE, J.C.; BEAUCHAMP, T. J.; NAVARRO, A.

CS

R +

[Pd(allyl)Cl]2t-BuXPhos

K2CO3 , 2-MeTHF80°C

R

HNX

SO

ONH2

SO

O

Org. Lett. 2564 25672011 13 -, , 10 ,

24

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

New NHC-Palladium Complexes for Suzuki Coupling ReactionsPd

http://dx.doi.org/10.1021/om200141s

HASHMI, A.S.K.; LOTHSCHÜTZ, C.; BÖHLING, C.; ROMINGER, F.

PB

PdN

N

Cl

Cl

R

R

Cl

R2 HN

R1R2

Cl+Et3N

THF, rt

N N

R2 R2

R1R

Pd ClNR

Cl

Organometallics, 2411 24172011 30 -, , 8 ,

Catalytic Enantioselective Friedel-Crafts Alkylation of Indoles.Pd

http://dx.doi.org/10.1055/s-0030-1259932.

KANG, Y. K.; SUH, K. H.; KIM, D. Y.

MJ

NH

R1

R2

O

P(Oi-Pr)2

O

+

1) Chiral Pd catalystCH2Cl2, rt

2) DBU, MeOH

NH

R1

OMeO

R2

up to 99% ee

See Tetrahedron Lett 2011,52, 3247 for a similar article from the same team.

Synlett 1125 11282011 -, , 8 ,

Synthesis of Phosphorylated Sulfoximines and Sulfinamides and Their Application Pd

http://dx.doi.org/10.1016/j.tetasy.2011.02.005

BENETSKIY, E. B.; BOLM, C.

CS

R R'

OAc NuY, Pd-cat.

up to 97% ee

R R'

Nu

R

CO2Me

NHAc

H2, [Rh(COD)2]BF4 / 2L

up to 84%ee

R = Ph, p-F-Ph, m-NO2-Ph R

CO2Me

NHAc

N PN Ph

X = (R)-N=S(O)Me,Ph; (S)-N=S(O)Me, Ph; = S(O)Ph, Ph

L =X

N PO

X

* *

Rh

Tetrahedron Asymm. 373 3782011 22 -, , 3 ,

Enantioselective Cycloisomerization of Nitrogen-Tethered 1,6-EnynesPt

http://dx.doi.org/10.1002/adsc.201000904

JULIEN, H.; BRISSY, D.; SYLVAIN, R.; RETAILLEAU, P.; NAUBRON, J. B.; GLADIALI, S.; MARINETTI, A

HD

R2NR1

ArO2S N ∗

∗R2

R1ArO2S

Cat. 4 %

AgBF4, toluene

PPtN

NR

I

PhX

Xcat. :

X = O, CH2

R = Me, Et, Bn

up to 94 % ee

Adv. Synth. Catal. 1109 11242011 353 -, , 7 ,

25

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Aerobic Oxidative Synthesis of Aromatic Carboxylic AcidsCu

http://pubs.rsc.org/en/content/articlelanding/2011/cc/c0cc04319b

YANG, D.; YANG, H.; HUA FU, H.

CS

X

X = I, Br

R + NC CN

(1) CuI/L-proline, DMF Cs2CO3, air, 140°C(2) 1M HCl

or (1) CuI/L-proline, DMF Cs2CO3, N2, 130°C (2) air, 140°C (3) 1M HCl

RCOOH

Chem. Commun., 2348 23502011 48 -, , 8 ,

Catalytic Asymmetric Conjugate Addition of Grignard Reagents to CoumarinsCu

http://pubs.rsc.org/en/content/articlelanding/2011/cc/c0cc05160h

TEICHERT, J. F.; FERINGA, B. L.

CS

O OR

2.5 mol% CuBr.SMe23 mol% L*

2.5 eq. R'MgBr

MTBE, -72°C

O OR

R'

up to 95%, 99% ee

Fe PCy2

PPh2

(R, SFe)-L*(R,S-reversed-Josiphos)

Chem. Commun., 2679 26812011 48 -, , 9 ,

Synthesis of Alkynylphosphine DerivativesCu

http://pubs.rsc.org/en/content/articlelanding/2011/cc/c0cc04645k

TEICHERT, J. F.; FERINGA, B. L.

CS

PBH3

HR2

R1

Br R (1 equiv)

CuI( 10 mol%)1,10-phenanthroline (10 mol%)K2CO3 (2 equiv), toluene, 60°C

PBH3

R2R1 R

11 examples

up to 74% yield

Chem. Commun., 3239 32412011 48 -, , 11 ,

Oxidative Cross-Coupling of Mercaptoacetylenes and Arylboronic AcidsCu

http://pubs.rsc.org/en/content/articlelanding/2011/cc/c1cc10505a

HENKE, A.; SROGL, J.

CS

O

NH

Bn

S

R

O

NH

Bn

SAr

Ar-B(OH)2

3% CuMeSal1% Pd(dba)2

air, DMF40-50°C

R

Ar

+

Pd

Chem. Commun., 4282 42842011 48 -, , 14 ,

26

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Synthesis of Spirocyclic ββββ-keto-lactamsCu

http://pubs.rsc.org/en/content/articlelanding/2011/cc/c1cc10916b

XU, Z.; HUANG, K.; LIU, T.; XIE, M.; ZHANG, H.

CS

5 mol% CuSO4.(H2O6 mol% DMAPEtOH, IBD, 0°C

New Scaffold for Medicinal Chemistry

HO

NPMP

O

N

O

O

IBD = iodobenzene diacetate

O

O

NOPMP

ON

O

Chem. Commun., 4923 49252011 48 -, , 17 ,

Methylthiolation of Aryl Halides with DMSOCu

http://pubs.rsc.org/en/content/articlelanding/2011/cc/c1cc10795j

LUO, F.; PAN, C.; LI, L.; CHEN, F.; CHENG, J.

CS

I+ S

Me

O

Me

CuBr, (10 mol%) ZnF2 (2 equiv) S Me

Chem. Commun., 5304 53062011 48 -, , 18 ,

Cascade Synthesis of Benzimidazoquinazoline Derivatives under Mild ConditionCu

http://pubs.rsc.org/en/content/articlelanding/2011/cc/c1cc10383k

XU, S.; LU, J.; FU, H.

CS

XR1

NH

N

R2

HN NH2

R3

HCl+

CuI (0.05 mol), K3PO4 ( 1.5 mol)

N2

solvent, temperature, timeN

R1N

NR2

R3

Chem. Commun., 5596 55982011 48 -, , 19 ,

An Efficient, Ligand-Free, Heterogeneous Supported Copper Hydroxide Catalyst Cu

http://dx.doi.org/10.1002/chem.201002793

YOSHIMURA, K.; OISHI, T.; YAMAGUSHI, K.; MIZUNO, N.

HD

CO2EtCu(OH)x /Al2O3

[D8]toluene

N

N

Ph

CO2Et

O

+

95 %

N

N

O

Ph

Chem. Eur. J. 3827 38312011 17 -, , 14 ,

27

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Synthesis of Novel 5-Halo-4H-1,3-oxazine-6-aminesCu

http://dx.doi.org/10.1002/chem.201100423

HASHMI, A. S. K..;SCHUSTER, A.M.; ZIMMER, M.; ROMINGER, F.

HD

R

ONH

EWGR' O

NR

Cl

NR' EWG

O2, CuCl2 (1eq.)

Pyridine, Na2CO3Toluene/CH3CN, 70°C

+

up to 59 %

Chem. Eur. J. 5511 55152011 17 -, , 20 ,

Copper-Catalyzed C–P Coupling through DecarboxylationCu

http://dx.doi.org/10.1002/chem.201003561

HU, J.; ZHAO, N.; YANG, B.; WANG, G.; GUO, L. N.; LIANG, Y.-M.; YANG, S.-D.

HD

PR1R2O

HCO2H

Ar

Cu2O 10 %

1,10-phenantroline 10 %

Ag2O, NMP, 120°C

PR1R2

Ar

O

+

up to 94 %

AgPd

Chem. Eur. J. 5516 55212011 17 -, , 20 ,

Copper-Catalyzed Transformations in WaterCu

http://dx.doi.org/10.1002/chem.201003711

YANG, H.; LI, Y.; JIANG, M.; WANG, J.; FU, H.

HD

ArB(OH)2

KI

NaX

Cu2O 10 %

NH3.H2OH2O, air, RT

ArI

ArX

X = OH, N3, OS(O)R, NO2

NH3.H2O ArNH2+ 50-95 %

Chem. Eur. J. 5652 56602011 17 -, , 20 ,

NHC-Cu-Catalyzed Allylic Substitution ReactionsCu

http://dx.doi.org/10.1021/ja2010829

DABROWSKI, J. A.; GAO, F.; HOVEYDA, A. H.

HD

R2 PO(OEt)2

R1chiral NHC-Cu complex

R2R1

R3

R3 Al(i-Bu)2+63-98 %

er up >99/

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Copper-Catalyzed ?-Selective and Stereospecific Allylic Alkylation of Ketene Silyl AcetalsCu

http://dx.doi.org/10.1021/ja111645q

LI, D.; OHMIYA, H.; SAWAMURA, M.

HD

Ph

(EtO)2(O)PO

+ OEt

OSiMe3 CuBr 5 %

L 10 %, Cs2CO3THF, rt, 12 h

Ph OEt

OF3C

CF3

O O

L :

γ/α 95:5, Ε/Ζ>99:192 %

J. Am. Chem. Soc. 5672 56752011 133 -, , 15 ,

Intramolecular Oxidative C-N Bond Formation for the Synthesis of CarbazolesCu

http://dx.doi.org/10.1021/ja111652v

CHU, S. H.; YOON, J.; CHANG, S.

HD

NHR cat. [Cu] ormetal free conditions

oxidant

N

R

R1 R1 R2R2

J. Am. Chem. Soc., 5996 60052011 133 -, , 15 ,

Synthesis of 3-Alkyl-4-(chloromethyl)-1-RSO2-1H-pyrrol-2(5H)-onesCu

http://dx.doi.org/10.1055/s-0030-1258478

BREGOLI, M.; FELLUGA, F.; FRENNA, V.; GHELFI, F.; PAGNONI, U.M.; PARSONS, A.F.; PETRILLO, G.; SPINELLI, D.

GJ

N

O

SO2CH3

CH3

Cl

Cl

NO

SO2CH

3

ClCH3

Cl 10 examplesyields: 80-98%

97% (cis:trans 57:43)

MeCN, 100°C, 23 h

CuCl (10 mol%)Sequential atom-transfer

radical cyclization[1,2]-elimination

Synthesis 1267 12782011 -, , 8 ,

Synthesis of Unsymmetrical Buta-1,3-diynesCu

http://dx.doi.org/10.1055/s-0030-1259998

WANG, S.; YU, L.; LI, P.; MENG, L.; WANG, L.

GJ

CH3O BrCH

3 CH3O CH3

18 examples, yields: 77-96%

+P(o-Tol)3 (20 mol%)

EtOH, 100°C, 12 h

K2CO3

CuI (10 mol%)

90%

Synthesis 1541 15462011 -, , 10 ,

29

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Synthesis of QuinolinonesCu

http://dx.doi.org/10.1055/s-0030-1259983

FU, L.; HUANG, X.; WANG, D.; ZHAO, P.; DING, K.

GJ

ClCH

3

O

Br NH

Cl

CH3

O

Ph

NH2

O

Ph

37 examples

Cascade reactionsof 2-halobenzocarbonyls

with 2-arylacetamides

+

CuI (10 mol%)ethylenEdiamine (20 mol%)

toluene, 110°C, 24 h

Cs2CO3 (3 equiv)

75%

Synthesis 1547 15542011 -, , 10 ,

New 2-Azanorbornyl Derivatives used as Chiral (N,N)-donating LigandsCu

http://dx.doi.org/10.1016/j.tetasy.2010.12.011

WOJACZYNSKA, E.

CS

L* (12 %mol), Cu(OAc)2*nH2O

R

O

H(CH3)2CHOH

+ CH3NO2

OHNO2R *

exo : (S):(R) = 4:1

endo : (S):(R) = 1:2

N Ph

endo NH

Ph

N Ph

exo

NH

PhL* : or

Tetrahedron Asymm. 161 1662011 22 -, , 2 ,

Chiral Ferrocenyl Phosphine-Phosphoramidite Ligands For Asymmetric Reduction Cu

http://dx.doi.org/10.1016/j.tetasy.2011.01.022

HOU, C.-J.; GUO, W.-L.; HU, X.-P.; DENG, J.; ZHENG, Z.

CS

CuF(PPh3)3.2MeOH (5 mol %)

(Sc,Rp,Ra)-1b (6 mol%)Ar

R O

OEt Ar

R O

OEt

up to > 99%ee

PMHS (4 equiv)t-BuOH (4 equiv)

THF, rt, 24h12 examples

Tetrahedron Asymm. 195 1992011 22 -, , 2 ,

Enantioselective Henry Reaction Cu

http://dx.doi.org/10.1016/j.tetasy.2011.02.003

ZIELINSKA-BAJET, M.; SKARZEWSKI, J.

CS

R1

O

H+ R2CH2NO2

quinine (12 mol%)Cu(OAc)2xH2O (10 mol%)

i-PrOH, 0-20°C, 72hca 60-99% yield

up to 82% de (syn)78-94% ee (S)

R2R1

OH

NO2syn

R2R1

OH

NO2anti

N

OMe

N

OH

quinine

+

R1 = alkyl, arylR2 = H, CH3, C2H5

Tetrahedron Asymm. 351 3552011 22 -, , 3 ,

30

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Synthesis of Spiro-2-aminoimidazolesAg

http://dx.doi.org/10.1055/s-0030-1260012

PERESHIVKO, O.P.; PESHKOV, V.A.; ERMOLATEV, D.S.; VAN HOVE, S.; VAN HECKE, K.; VAN MEERVELT, L.; VANDER EYCKEN, E.V.

GJ

NH

Ph

PMBNBoc

NHBocCH3S N

N

PMBBocN

Ph

+

Boc

85%1.25 equiv MeCN, rt, 1 h, dark

AgNO3 (1.4 equiv)

Et3N (2 equiv)17 examples

Synthesis 1587 15942011 -, , 10 ,

Acetylation of Alcohols, Thiols, Phenols, and AminesAg

http://dx.doi.org/10.1055/s-0030-1259999

DAS, R.; CHAKRABORTY, D.

GJ

OH OAc

99%60°C, 8 min

Ac2O

AgOTf (1 mol%)

1.5 equiv

+ 50 examples

Synthesis 1621 16252011 -, , 10 ,

Enantioselective Synthesis of 3,4-Substituted PyrrolidinesAu

http://dx.doi.org/10.1021/ja200084a

GONZALEZ, A. Z; BENITEZ, D.; TKATCHOUK, E.; GODDARD, W. A.; TOSTE, F. D.

CJM

• R1

R1

N

R2R3

R PO

ON

Ph

PhAuCl

*

AgBF4 , NuH

RN

R2

R1

R1

H

H

with no NuHR3= H

or RN

R1R1

Nu

R3R2

H

J. Am. Chem. Soc. 5500 55072011 133 -, , 14 ,

Reactivity of Cationic Gold(I) a-Diimine ComplexesAu

http://dx.doi.org/10.1021/om2000426

DE FRÉMONT, P.; CLAVIER, H.; ROSA, V.; AVILES, T.; BRAUNSTEIN, P.

PB

N

Ts

Ph

NH

+cat. (5 mol%)

25°C, 17hN

NHTs

PhH NTs

H

Ph

NH+ AuIPr

X

cat. =

Organometallics, 2241 22512011 30 -, , 8 ,

31

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Aromatic C-H Bond Functionalization by Carbene InsertionAu

http://dx.doi.org/10.1021/om200206m

RIVILLA, I.; GOMEZ-EMETERIO, B.P.; FRUCTOS, M.R.; DIAZ-REQUEJO, M.M.; PEREZ, P.J.

PB

R

N2

O

OEt(NHC)Au(I) or NHCAu(III)

NaBAr4

R

OEtO

+ N2+

Organometallics, 2855 28602011 30 -, , 10 ,

Alkynylzinc AdditionZn

http://dx.doi.org/10.1002/anie.201006689

CHINKOV, N.; WARM, A.; CARREIRA, E. M.

HJAngew. Chem. Int. Ed. 2957 29612011 50 -, , 13 ,

Negishi Cross-Coupling of Secondary Alkylzinc Halides with Aryl/Heteroaryl Halides Zn

http://dx.doi.org/10.1039/C0CC04835F

ÇALIMSIZ, S.; ORGAN, M. G.

MVI

R2

ZnXR1Ar-Br(Cl)

R2

ArR1

NPdCl ClN

ClPd-PEPPSI-IPent

2 mol% Pd-PEPPSI-IPent

THF/Toluene, rt, 20h

40-99% yields

Chem. Commun. 5181 51832011 47 -, , 18 ,

Highly Enantioselective Zinc/BINOL-Catalyzed Alkynylation of αααα-Ketoimine EsterZn

http://dx.doi.org/10.1039/C1CC10403A

HUANG, G.; YANG, J.; ZHANG , X.

MVI

OMe

N

CF3MeO2C

R H

OMe

NH

CO2MeF3C

R

TMS

OH

OH

TMS

Me2Zn, L* (5 mol%)

toluene, rt

R = Aryl, Alkent,, Alkyl, Silylyield up to 95%ee up to >99%

L*

Chem. Commun. 5587 55892011 47 -, , 19 ,

32

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Synthesis of Polyfunctional AllenesZn

http://dx.doi.org/10.1002/chem.201003273

SCHADE, M. A.; YAMADA, S.; KNOCHEL

HJ

CuLi

Chem. Eur. J. 4232 42372011 17 -, , 15 ,

ZnCl 2-Mediated Addition ReactionsZn

http://dx.doi.org/10.1002/chem.201002544

ARMSTRONG, D. R.; CLEGG, W.; GARCIA-ALVAREZ, P.; MCCALL, M. D.; NUTTALL, L.; KENNEDY, A. R.; RUSSO, L.;HEVIA, E.

HJ

EtMgClPhPh

O

10 mol% [{(THF)6Mg2Cl3}+{Zn2Et5}

-

+

THF, 0°C

O

O O

Mg

Cl

Cl

Cl O

O

O

Mg

O

PhPh

Mg Mg

O

PhPh

Cl

Cl

Cl

O

Mg

Chem. Eur. J. 4470 44792011 17 -, , 16 ,

Living Lactide PolymerizationZn

http://dx.doi.org/10.1002/chem.201002690

BÖRNER, J.; VIEIRA, I. D. S.; PAWLIS, A.; DÖRING, A.; KUCKLING, D.; HERRES-PAWLIS, S.

HJ

N

N

Zn

N

NR

R

X

N

NN

NR

R

X

O

O

O

O

rac-Lactide

Polylactide

Chem. Eur. J. 4507 45122011 17 -, , 16 ,

Trifunctionalization of the Purine Scaffold Using Mg and Zn OrganometallicIntermediates

Zn

http://pubs.acs.org/doi/abs/10.1021/ol103057k

ZIMDARS, S.; MOLLAT DU JOURDIN, X.; CRESTEY, F; CARELL, T.; KNOCHEL, P.

CS

N

N N

N

MOM

Cl

Me3Si N

N N

N

MOMSiMe3

CO2Et

Ar

1) TMPZnCl.LiCl2)C8-functinalization3) reduction

4)TMPZnCl.LiCl5) C6- functionalization

1) I2, CsF2) iPrMgCl

3) C2-functionalization N

N N

N

MOM

CO2Et

ArMe2N

42% 64%

Ar = m-C6H4OMe

Mg

Org. Lett. 792 7952011 13 -, , 4 ,

33

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Ligand-accelerated Enantioselective Propargylation of AldehydesZn

http://pubs.acs.org/doi/abs/10.1021/ol200043n

TROST, B.M.; NGAI, M.-Y.; GUANGBIN DONG, G.

CS

R

O

H

R = aryl, alkenyl, alkyl

+I I

ZnEt2 (220mol%)CH2Cl2, L13 (10 mol%)

NBn OH

R

OH

16 examplesup to 99% yieldup to 96:4 er L13

Org. Lett. 1900 19032011 13 -, , 8 ,

Synthesis of the Benzo[c][1,2,5]thiazole ScaffoldZn

http://dx.doi.org/10.1055/s-0030-1258473

ZIMDARS, S.; LANGHALS, H.; KNOCHEL, P.

GJ

NS

N

NS

N

MgTMP

S I

NS

N

S

12 examples; yields: 61-98%

+b) Pd(dba)2 (4 mol%)

P(o-furyl)3 (8 mol%)

TMP2.2LiCl (1.5 equiv)

THF, -40°C

THF, 25°C, 5 h

a) ZnCl2 (1.8 equiv)

61%

1.8 equiv

MnMgPdLi

Synthesis 1302 13082011 -, , 8 ,

Synthesis of 3-Alkylidene-Substituted TetrahydrofuransZn

http://dx.doi.org/10.1055/s-0030-1259993

CHEMLA, F.; DULONG, F.; FERREIRA, F.; NULLEN, M.P.; PEREZ-LUNA, A.

GJ

O

CO2Me

O

CO2Me+

54%3 equiv

a) Et2O, rt, 20 h Feature articlenumerous examples

ZnBn2

b) H3O+

Synthesis 1347 13602011 -, , 9 ,

Enantioselective Acylation of Ethyl 3-Heteroaryl-3-hydroxypropanoates using LipasesZn

http://dx.doi.org/10.1016/j.tetasy.2011.01.027

BREM, J.; LILJEBLAD, A.; PAIZS, C.; TOSA, M. I.; IRIMIE, F.-D.; KANERVA, L. T.;

CS

O R

Zn, BrCH2CO2Et

THF, reflux R

OHCO2Et

rac-2a-e1a-eLipase

R1CO2R2

RCO2Et

RCO2Et

OH O

O

R1

(S) or (R) 3a-e(S) or (R) 2a-e

+

R = thiophen, aryl, furan

Tetrahedron Asymm. 315 3222011 22 -, , 3 ,

34

Bibliographic Notebooks For Organometallic Chemistry 2011, 29, ( 3)

Recent Advances in Palladium-Catalyzed Cascade CyclizationsRv

http://dx.doi.org/10.1002/adsc.201000979

VLAAR, T.; RUIJTER, E.; ORRU, R. V. A.

HD

A review with 140 references

Pd

Adv. Synth. Catal. 809 8412011 353 -, , 6 ,

Stereocontrolled Synthesis of Homoallylic AminesRv

http://dx.doi.org/10.1055/s-0030-1258434

RAMADHAR, T.R.; BATEY, R.A.

GJ

BX

X

Review with > 150 references

+R1 R2

NR3R2

R1

NHR3catalyst

BCuInIrPdZn

Synthesis 1321 13462011 -, , 9 ,

Asymmetic Catalysis in the Presence of Chiral Gold ComplexesRv

http://dx.doi.org/10.1055/s-0030-1258465

PRADAL, A.; TOULLEC, P.Y.; MICHELET, V.

GJ

Review with > 100 references

Au

Synthesis 1501 15142011 -, , 10 ,

35