Axially Chiral Biaryls via Rhodium-Catalyzed Atroposelective C-H Sulfenylation and Selenylation

Abstract

Transition metal-catalyzed atroposelective C-H activation has become an efficient approach for the rapid construction of functionalized axially chiral biaryls, but remains challenging in synthesis of chalcogenated axially chiral biaryls due to the strong binding affinity between chalcogen and metal center. Herein, we reported an efficient rhodium-catalyzed atroposelective C-H chalcogenation of biaryls with readily accessible disulfide and diselenide. The reaction occurred in the presence of silver salt as an chalcophile to regenrate the active chiral rhodium catalyst. This protocol features broad scope and mild conditions, affording a series of axially chiral biaryl sulfides and selenides in excellent yield and enantioselectivity.