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Issue 18, 2014
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KOAc-promoted alkynylation of α-C–H bonds of ethers with alkynyl bromides under transition-metal-free conditions

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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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Publication details

The article was received on 01 Jan 2014, accepted on 05 Mar 2014 and first published on 06 Mar 2014


Article type: Paper
DOI: 10.1039/C4OB00002A
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2014,12, 2969-2978
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    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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