Copper-catalyzed asymmetric C(sp2)–H arylation for the synthesis of P- and axially chiral phosphorus compounds
Shaobai Yan, Rui Wang, Zha-Gen Li, An-Na Li, Chuanyong Wang, Wei‐Liang Duan
Abstract
Abstract Transition metal-catalyzed C–H bond functionalization is an important method in organic synthesis, but the development of methods that are lower cost and have a less environmental impact is desirable. Here, a Cu-catalyzed asymmetric C(sp 2 )–H arylation is reported. With diaryliodonium salts as arylating reagents, a range of ortho -arylated P - chiral phosphonic diamides were obtained in moderate to excellent yields with high enantioselectivities (up to 92% ee). Meanwhile, enantioselective C-3 arylation of diarylphosphine oxide indoles was also realized under similar conditions to construct axial chirality.
Topics & Concepts
CopperAxial symmetryPhosphorusCatalysisChemistryCombinatorial chemistryEnantioselective synthesisOrganic chemistryPhysicsQuantum mechanicsCatalytic C–H Functionalization MethodsAxial and Atropisomeric Chirality SynthesisAsymmetric Hydrogenation and Catalysis