ChemInform Abstract: Antitumor Benzothiazoles. Part 9. The Regiospecific Synthesis of 5- and...

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2000 benzothiazole derivatives benzothiazole derivatives R 0270 20 - 111 Antitumor Benzothiazoles. Part 9. The Regiospecific Synthesis of 5- and 7-Monosubstituted and 5,6-Disubstituted 2-Arylbenzothiazoles. — Various title aminophenylbenzothiazole derivatives (III) are regiospecifically prepared using base-mediated bromide displacement cyclization reaction of o-bromoarylthiobenzanilides (I) as key step. Reduction of the nitro group to amine by SnCl 2 provides the expected antitumor agents (III). It is shown that the nitro group can be reduced in the presence of the thioamide using an indium-mediated reaction (although in moderate yield), and that the regiospecific cyclization proceeds also in the presence of the electron-donating amine group. — (HUTCHINSON, IAN; STEVENS, MALCOLM F. G.; WESTWELL, ANDREW D.; Tetrahedron Lett. 41 (2000) 3, 425-428; Cancer Res. Lab., Sch. Pharm. Sci., Univ. Nottingham, Nottingham NG7 2RD, UK; EN) 1

Transcript of ChemInform Abstract: Antitumor Benzothiazoles. Part 9. The Regiospecific Synthesis of 5- and...

Page 1: ChemInform Abstract: Antitumor Benzothiazoles. Part 9. The Regiospecific Synthesis of 5- and 7-Monosubstituted and 5,6-Disubstituted 2-Arylbenzothiazoles.

2000 benzothiazole derivatives

benzothiazole derivativesR 0270

20 - 111Antitumor Benzothiazoles. Part 9. The Regiospecific Synthesis of 5-and 7-Monosubstituted and 5,6-Disubstituted 2-Arylbenzothiazoles.— Various title aminophenylbenzothiazole derivatives (III) are regiospecificallyprepared using base-mediated bromide displacement cyclization reaction ofo-bromoarylthiobenzanilides (I) as key step. Reduction of the nitro groupto amine by SnCl2 provides the expected antitumor agents (III). It is shownthat the nitro group can be reduced in the presence of the thioamide usingan indium-mediated reaction (although in moderate yield), and that theregiospecific cyclization proceeds also in the presence of the electron-donatingamine group. — (HUTCHINSON, IAN; STEVENS, MALCOLM F. G.;WESTWELL, ANDREW D.; Tetrahedron Lett. 41 (2000) 3, 425-428; CancerRes. Lab., Sch. Pharm. Sci., Univ. Nottingham, Nottingham NG7 2RD, UK;EN)

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Monosubstituted Cyclohexanes

Monosubstituted Cyclohexanes

Transition metal free, late stage, regiospecific, aromatic ... · Transition metal free, late-stage, regiospecific, aromatic fluorination on preparative scale using KF/Crypt-222 complex

Transition metal free, late stage, regiospecific, aromatic ... · Transition metal free, late-stage, regiospecific, aromatic fluorination on preparative scale using KF/Crypt-222 complex

Sect 4.6: Monosubstituted cyclohexane rings. Methylcyclohexane conformations Equitorial methyl Axial methyl.

Sect 4.6: Monosubstituted cyclohexane rings. Methylcyclohexane conformations Equitorial methyl Axial methyl.

Supporting Information - rsc.org · 1 | Page Supporting Information A simple and efficient mechanochemical route for the synthesis of 2-aryl benzothiazoles and substituted benzimidazoles

Supporting Information - rsc.org · 1 | Page Supporting Information A simple and efficient mechanochemical route for the synthesis of 2-aryl benzothiazoles and substituted benzimidazoles

Regiospecific P-Bromination of Activated Aromatic …...REGIOSPECIFIC P-BROMINATION OF ACTIVATED AROMATIC SYSTEMS-GREENER APPROACH Dr. D. W. Slocum, Thesis Chair Dr. Rui Zhang Dr.

Regiospecific P-Bromination of Activated Aromatic …...REGIOSPECIFIC P-BROMINATION OF ACTIVATED AROMATIC SYSTEMS-GREENER APPROACH Dr. D. W. Slocum, Thesis Chair Dr. Rui Zhang Dr.

Detection and Quantification of Benzothiazoles in Exhaled ...€¦ · breath was carried out by means of secondary electrospray ionization coupled to high-resolution mass spectrometry.

Detection and Quantification of Benzothiazoles in Exhaled ...€¦ · breath was carried out by means of secondary electrospray ionization coupled to high-resolution mass spectrometry.

Regiospecific Hydroxylation of 1-Indanone 2-Indanone and ... · headspaceofeachvial with dry nitrogengas (3 min), 2.0 mlof the nitrogen headspace was removed with a gas-tight syringe

Regiospecific Hydroxylation of 1-Indanone 2-Indanone and ... · headspaceofeachvial with dry nitrogengas (3 min), 2.0 mlof the nitrogen headspace was removed with a gas-tight syringe

kashmiruniversity.ac.inKashmiruniversity.ac.in/EntDownloads/330.pdfbutane, ethylene glycol and 1 ,2-dibromoethane, cyclohexane and its monosubstituted derivative,.Axial and equatorial

kashmiruniversity.ac.inKashmiruniversity.ac.in/EntDownloads/330.pdfbutane, ethylene glycol and 1 ,2-dibromoethane, cyclohexane and its monosubstituted derivative,.Axial and equatorial

Photocatalytic Oxidative C–H Thiolation: Synthesis of ......termolecular sulfenylation of substituted indoles (Scheme 2). Scheme 2 Synthesis of benzothiazoles and sulfenylated indoles

Photocatalytic Oxidative C–H Thiolation: Synthesis of ......termolecular sulfenylation of substituted indoles (Scheme 2). Scheme 2 Synthesis of benzothiazoles and sulfenylated indoles

Monosubstituted Alkenyl Amino Acids for Peptide “Stapling” · residual nickel, amino acid 3a was then eluted with 20% ammonium hydroxide:ethanol 1:1, where fractions containing

Monosubstituted Alkenyl Amino Acids for Peptide “Stapling” · residual nickel, amino acid 3a was then eluted with 20% ammonium hydroxide:ethanol 1:1, where fractions containing

Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

Chapter 4: Aromatic Compoundsemployees.oneonta.edu/odagomo/Chapter 4-L1.pdfNomenclature of Aromatic Compounds Monosubstituted benzenes with common names . Monosubstituted benzenes

Antiviral Chemistry & Chemotherapy 9: Regiospecific ...

Antiviral Chemistry & Chemotherapy 9: Regiospecific ...

Novel benzothiazole containing 4H-pyrimido[2,1-b]benzothiazoles … · 2017-03-02 · ESI-MS and Single crystal X-ray analysis (4a). All the final scaffolds have been screened for

Novel benzothiazole containing 4H-pyrimido[2,1-b]benzothiazoles … · 2017-03-02 · ESI-MS and Single crystal X-ray analysis (4a). All the final scaffolds have been screened for

Synthesis and properties of isoporphyrins and related ...chemical properties show that they can be used as intermediates to meso-monosubstituted porphyrins. However, during the synthesis,

Synthesis and properties of isoporphyrins and related ...chemical properties show that they can be used as intermediates to meso-monosubstituted porphyrins. However, during the synthesis,

22-1 Di- and Polysubstitution Orientation on nitration of monosubstituted benzenes.

22-1 Di- and Polysubstitution Orientation on nitration of monosubstituted benzenes.

Controlling the Regiospecific Oxidation of Aromatics via Active … · 2004-10-21 · SUMMARY A primary goal of protein engineering is to control catalytic activity. Here we show

Controlling the Regiospecific Oxidation of Aromatics via Active … · 2004-10-21 · SUMMARY A primary goal of protein engineering is to control catalytic activity. Here we show

Aerobic biodegradation of a mixture of monosubstituted ......as synthesis precursors in the manufacture of paracetamol, mesalazine, 2-benzyl-4-chlorophenol and phenacetin. Treatments

Aerobic biodegradation of a mixture of monosubstituted ......as synthesis precursors in the manufacture of paracetamol, mesalazine, 2-benzyl-4-chlorophenol and phenacetin. Treatments

Ring-opening hydroarylation of monosubstituted ...

Ring-opening hydroarylation of monosubstituted ...

Opposite Regiospecific Ring Opening of 2-(Cyanomethyl ...bioorg.org/down/JOC_10_4530.pdfA different class of substrates, i.e., 2-(bromomethyl)-, 25 2-(aryl-oxymethyl)-,26 2-(alkanoyloxymethyl)-,27

Opposite Regiospecific Ring Opening of 2-(Cyanomethyl ...bioorg.org/down/JOC_10_4530.pdfA different class of substrates, i.e., 2-(bromomethyl)-, 25 2-(aryl-oxymethyl)-,26 2-(alkanoyloxymethyl)-,27

Monosubstituted Cyclohexanes Substituents can occupy an axial or equatorial position Equatorial is preferred by larger groups. Why? 1 7.3 Monosubstituted.

Monosubstituted Cyclohexanes Substituents can occupy an axial or equatorial position Equatorial is preferred by larger groups. Why? 1 7.3 Monosubstituted.