Issue 47, 2017

Silver-catalyzed decarboxylative C(sp2)–C(sp3) coupling reactions via a radical mechanism

Abstract

A silver catalyzed decarboxylative C(sp2)–C(sp3) coupling of vinylic carboxylic acids with alcohols, alkylbenzenes, cycloalkanes and cyclic ethers was developed by using DTBP as an oxidant. This reaction tolerates a wide range of substrates, and products are obtained in good to excellent yields. The reaction also shows good stereoselectivity, and only trans-isomers are obtained. In addition, a radical pathway would be involved to facilitate this decarboxylative C(sp2)–C(sp3) coupling reaction.

Graphical abstract: Silver-catalyzed decarboxylative C(sp2)–C(sp3) coupling reactions via a radical mechanism

Supplementary files

Article information

Article type
Communication
Submitted
04 Oct 2017
Accepted
22 Oct 2017
First published
20 Nov 2017

Org. Biomol. Chem., 2017,15, 9974-9978

Silver-catalyzed decarboxylative C(sp2)–C(sp3) coupling reactions via a radical mechanism

Z. Fang, C. Wei, J. Lin, Z. Liu, W. Wang, C. Xu, X. Wang and Y. Wang, Org. Biomol. Chem., 2017, 15, 9974 DOI: 10.1039/C7OB02455J

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