Issue 18, 2014

KOAc-promoted alkynylation of α-C–H bonds of ethers with alkynyl bromides under transition-metal-free conditions

Abstract

A novel KOAc-promoted α-position C–H activation and alkynylation of ethers with alkynyl bromides to 2-alkynyl ethers has been developed under transition-metal-free and simple reaction conditions. In addition, this methodology can also be extended to the vinylation of ethers with vinyl bromides in excellent regio- and stereo-selectivity. A wide range of direct C(sp)–C(sp3) and C(sp2)–C(sp3) bonds has been formed through this protocol, which offers a new and alternative route.

Graphical abstract: KOAc-promoted alkynylation of α-C–H bonds of ethers with alkynyl bromides under transition-metal-free conditions

Supplementary files

Article information

Article type
Paper
Submitted
01 Jan 2014
Accepted
05 Mar 2014
First published
06 Mar 2014

Org. Biomol. Chem., 2014,12, 2969-2978

Author version available

KOAc-promoted alkynylation of α-C–H bonds of ethers with alkynyl bromides under transition-metal-free conditions

J. Zhang, P. Li and L. Wang, Org. Biomol. Chem., 2014, 12, 2969 DOI: 10.1039/C4OB00002A

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