Oxidative coupling is a useful tool to synthesize vinylarenes. Despite remarkable successes in linear vinylarene, branched vinylarene synthesis has remained underdeveloped. Overcoming this limitation, herein, we report a chelation-assisted oxidative coupling to generate branched olefinated product in high yield. Exclusive branched selectivity was obtained using alkenyl carboxylic acid. Detailed experimental
Palladium-Catalyzed C–H Functionalization of Aryl Acetamides and Benzoquinones: Synthesis of Substituted Aryl Quinones
作者:Ananya Dutta、Masilamani Jeganmohan
DOI:10.1021/acs.joc.2c01625
日期:2022.10.7
An efficient synthesis of aryl-substituted quinones via Pd(II)-catalyzed C–H functionalization of less expensive and abundant benzoquinones with aryl acetamides is demonstrated. An auxiliary ligand N,N-bidentate-directing group 8-aminoquinoline plays a crucial role in the success of the reaction. A broad range of substituted phenyl acetamides including commercially available drug molecules were examined