Issue 5, 2011

One-pot multicoupling reaction of silylcopper reagents, organolithium compounds and α,β-unsaturated nitriles

Abstract

The silylcupration of allene using a lower order silylcopper species gives an allylsilane–vinyl copper intermediate 2 which, in conjunction with an organolithium reagent, is able to participate in a one-pot multicoupling reaction with α,β-unsaturated nitriles. The scope of this tandem reaction is studied and a possible mechanism pathway is outlined.

Graphical abstract: One-pot multicoupling reaction of silylcopper reagents, organolithium compounds and α,β-unsaturated nitriles

Article information

Article type
Paper
Submitted
24 Sep 2010
Accepted
22 Nov 2010
First published
23 Nov 2010

Org. Biomol. Chem., 2011,9, 1454-1458

One-pot multicoupling reaction of silylcopper reagents, organolithium compounds and α,β-unsaturated nitriles

F. J. Pulido, A. Barbero and Y. Blanco, Org. Biomol. Chem., 2011, 9, 1454 DOI: 10.1039/C0OB00775G

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