Issue 44, 2021

Nickel-catalyzed cross-electrophile coupling of aryl chlorides with allylic alcohols

Abstract

Nickel-catalyzed cross-electrophile coupling of aryl chlorides with allylic alcohols proceeds readily under mild conditions in the presence of zinc powder and MgCl2 to produce allylarenes in 25–92% yields. The reaction shows high regioselectivity and E/Z-selectivity, giving linear allylation products with an E configurated double bond when 1- or 3-arylallyl alcohols were used as the substrates. Functional groups including F, CF3, COOEt, NMe2, OMe, SiMe3, OH and vinyl groups as well as nitrogen-containing heterocycles were tolerated.

Graphical abstract: Nickel-catalyzed cross-electrophile coupling of aryl chlorides with allylic alcohols

Supplementary files

Article information

Article type
Paper
Submitted
22 Sep 2021
Accepted
25 Oct 2021
First published
25 Oct 2021

Org. Biomol. Chem., 2021,19, 9723-9731

Nickel-catalyzed cross-electrophile coupling of aryl chlorides with allylic alcohols

H. Yu and Z. Wang, Org. Biomol. Chem., 2021, 19, 9723 DOI: 10.1039/D1OB01874D

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