A dual catalytic sp 3 α C−H arylation and alkylation of benzamides with organic halides is described. This protocol exhibits an exquisite site selectivity, chemoselectivity, and enantioselectivity pattern, offering a complementary reactivity mode to existing sp 3 arylation or alkylations via transition metal catalysis or photoredox events.

Aryl trialkylammonium salts serve as versatile substrates for nickel-catalyzed reductions, allowing access to functionalized arenes and aryl silanes.

A mechanistic study on the α-arylation of N-alkylbenzamides catalyzed by a dual nickel/photoredox system using aryl bromides is reported herein. This study elucidates the origins of site-selectivity of the transformation,...