α-Arylated carbonyl compounds are ubiquitous substructures in organic synthesis, and the  diverse bioactivity of such molecules is exemplified by familiar blockbuster drugs, such as Naproxen and Ibuprofen. Current methods to acess this scaffold either require strong base (enolate α-arylation) or lengthy functional group manipulation (Suzuki-type). To overcome these limitations, the palladium-catalyzed, α-selective hydroarylation of acrylates and acrylamides, proceeding via an interrupted hydrodehalogenation pathway, has been developed. A detailed mechanistic study was undertaken using reaction progress kinetic analysis (RPKA), NMR studies, and control experiments. This mechanistic insight was used to render this transformation enantioselective.

Enantioselective palladium catalyzed alpha-hydroarylation of alpha,beta-unsaturated carbonyl compounds via an interrupted hydrodehalogenation mechanism

Fall 2022 abstracts, posters, and presentations will launch in mid-September.

ACS Fall 2022

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.