Engaging Tertiary Benzylic Radicals in Metallaphotoredox Catalysis: A Modular Approach to Access Diaryl Quaternary Centers
Abstract
Abstract Herein we report the decarboxylative cross‐coupling of tertiary benzylic carboxylic acids and aryl bromides to furnish all‐carbon diaryl quaternary centers. For the first time, tertiary benzylic radicals are introduced as viable participants in metallaphotoredox‐catalyzed cross‐couplings by suppressing undesired benzylic radical dimerization via fast radical trapping with Cu. We demonstrate the functionalization of feedstock carboxylic acids as well as late‐stage functionalization of carboxylic acid‐containing drugs.
Article Details
Authors (6)
Samantha L. Goldschmid
Department of Chemistry Columbia University New York NY 10027 USA
Holly L. Hutchinson
Department of Chemistry Columbia University New York NY 10027 USA
Trevor C. Sherwood
Global Discovery Chemistry
Candice L. Joe
Chemical Process Development, Bristol Myers Squibb, 1 Squibb Drive, New Brunswick, New Jersey 08903, United States
Eric R. Welin
Global Discovery Chemistry, Bristol Myers Squibb, 10300 Campus Point Drive, Suite 100, San Diego, California 92121, United States
Tomislav Rovis
Department of Chemistry