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

Organic & Biomolecular Chemistry Pub Date: 2021-10-25 DOI: 10.1039/D1OB01874D

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
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