Issue 46, 2014

Copper-catalysed α-selective allylic alkylation of heteroaryllithium reagents

Abstract

2-Allyl-substituted thiophenes and furans are synthesised efficiently in a direct procedure using 2-heteroaryllithium reagents and allyl bromides and chlorides catalysed by ligand-free copper(I). The reactions take place under mild conditions, with excellent α-selectivity, high functional group tolerance and good yields for the SN2 products.

Graphical abstract: Copper-catalysed α-selective allylic alkylation of heteroaryllithium reagents

Supplementary files

Article information

Article type
Communication
Submitted
05 Sep 2014
Accepted
13 Oct 2014
First published
13 Oct 2014

Org. Biomol. Chem., 2014,12, 9321-9323

Author version available

Copper-catalysed α-selective allylic alkylation of heteroaryllithium reagents

C. Vila, V. Hornillos, M. Fañanás-Mastral and B. L. Feringa, Org. Biomol. Chem., 2014, 12, 9321 DOI: 10.1039/C4OB01896F

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