ChemInform Abstract: Continuous Flow Coupling and Decarboxylation Reactions Promoted by Copper...

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ChemInform 2011, 42, issue 16 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim C-C bond formation O 0282 DOI: 10.1002/chin.201116041 Continuous Flow Coupling and Decarboxylation Reactions Promoted by Copper Tubing. — A commercially available copper tube flow reactor (CTFR) effects Ullmann condensations, Sonogashira couplings, and decarboxylation reactions without added metals, ligands, or reagents in greater than 90% yield in most cases examined. The reactor itself acts as the source of fresh copper metal at high temperatures and pres- sures. Trace amounts of copper leached from the tubing are efficiently removed by stir- ring the crude reaction mixture at room temperature with Quadrapure thiourea (QP-TU), a polymer-bound thiourea. — (ZHANG, Y.; JAMISON, T. F.; PATEL, S.; MAINOLFI*, N.; Org. Lett. 13 (2011) 2, 280-283, http://dx.doi.org/10.1021/ol1026848 ; Global Discovery Chem., Novartis Inst. Biomed. Res., Cambridge, MA 02139, USA; Eng.) — Kieslich 16- 041

Transcript of ChemInform Abstract: Continuous Flow Coupling and Decarboxylation Reactions Promoted by Copper...

C-C bond formationO 0282 DOI: 10.1002/chin.201116041

Continuous Flow Coupling and Decarboxylation Reactions Promoted by Copper Tubing. — A commercially available copper tube flow reactor (CTFR) effects Ullmann condensations, Sonogashira couplings, and decarboxylation reactions without added metals, ligands, or reagents in greater than 90% yield in most cases examined. The reactor itself acts as the source of fresh copper metal at high temperatures and pres-sures. Trace amounts of copper leached from the tubing are efficiently removed by stir-ring the crude reaction mixture at room temperature with Quadrapure thiourea (QP-TU), a polymer-bound thiourea. — (ZHANG, Y.; JAMISON, T. F.; PATEL, S.; MAINOLFI*, N.; Org. Lett. 13 (2011) 2, 280-283, http://dx.doi.org/10.1021/ol1026848 ; Global Discovery Chem., Novartis Inst. Biomed. Res., Cambridge, MA 02139, USA; Eng.) — Kieslich

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ChemInform 2011, 42, issue 16 © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim