Directed Nickel-Catalyzed Regio- and Diastereoselective Arylamination of Unactivated Alkenes

Chao Wang reports on a regio- and diastereoselective arylamination of unactivated alkenes.

Professor Chao Wang’s group from Tianjin Normal University (P. R. of China) has been interested in transition-metal-catalyzed difunctionalization of unactivated alkenes via a directing group strategy for some time. Previously, the group reported a regioselective Ni-catalyzed 2,1-diarylation and aryl-alkylation of homoallylic amine derivatives, bearing a picolinamide (PA) auxiliary, with commercially available arylboronic acids and organohalides. Professor Wang mentioned that “although intermolecular three-component dicarbo-functionalization of alkenes has achieved some success in recent years, carbohetero-functionalization of olefins remained underexploited and rare. C–C and C–N bonds are two of the most ubiquitous bonds in nature, and arylamination of olefins represents a powerful and attractive synthetic tool for the simultaneous introduction of aryl and amino groups across alkenes, to enable the rapid increase in molecular complexity from abundant and readily available materials.”

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