Copper-catalyzed asymmetric C(sp2)-H arylation for the synthesis of P- and axially chiral phosphorus compounds. 2023

Shao-Bai Yan, and Rui Wang, and Zha-Gen Li, and An-Na Li, and Chuanyong Wang, and Wei-Liang Duan
College of Chemistry and Chemical Engineering, Yangzhou University, 180 Siwangting Road, 225002, Yangzhou, China.

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(sp2)-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.

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