Litcius/Paper detail

Ligand Control of Palladium‐Catalyzed Site‐Selective α‐ and γ‐Arylation of α,β‐Unsaturated Ketones with (Hetero)aryl Halides

On Ying Yuen, Chau Ming So

2020Angewandte Chemie International Edition19 citationsDOIOpen Access PDF

Abstract

This study describes the first palladium-catalyzed, site-selective α- and γ-arylation of α,β-unsaturated ketones with (hetero)aryl halides. A wide range of hetero(aryl)halides coupled with α,β-unsaturated ketones, and transformation into the arylated products proceeded with excellent to good yields. The site selectivity of the reaction is switchable by simply changing the phosphine ligand to access either α-arylated or γ-arylated products in good to excellent yields by using a low catalyst loading, and the method demonstrates good functional-group compatibility.

Topics & Concepts

HalideArylPhosphinePalladiumChemistryCatalysisLigand (biochemistry)SelectivityCombinatorial chemistryOrganic chemistryAlkylReceptorBiochemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCatalytic Alkyne Reactions