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

Organic & Biomolecular Chemistry Pub Date: 2014-03-06 DOI: 10.1039/C4OB00002A

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
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