Palladium-Catalyzed Site-Selective Arylation of α,β-Unsaturated Carbonyl Compounds through a Ligand-Controlled Strategy

Palladium-catalyzed direct arylation of alpha,beta-unsaturated carbonyl compounds is an efficient and attractive strategy to access arylated alpha,beta-unsaturated carbonyl compounds through the construction of carbon-carbon bonds. This reaction has several challenges, especially in terms of the control of regioselectivity between alpha- and gamma-arylation and the selectivity for monoarylation and multiple arylation. Herein, we discuss the recent development of gamma-arylation of alpha,beta-unsaturated carbonyl compounds and present the ligand-controlled, site-selective alpha- and gamma-arylation of alpha,beta-unsaturated carbonyl ketones with (hetero)aryl halides. The site selectivity of the reaction is switchable by simply changing the phosphine ligand.

Automated summary

This article discusses the recent development of gamma-arylation of alpha,beta-unsaturated carbonyl compounds and presents the ligand-controlled, site-selective alpha- and gamma-arylation of alpha,beta-unsaturated carbonyl ketones with (hetero)aryl halides. The site selectivity of the reaction can be switched by simply changing the phosphine ligand.