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

Shao-Bai Yan, Rui Wang, Zha-Gen Li, An-Na Li, Chuanyong Wang and Wei-Liang Duan ()
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Shao-Bai Yan: Yangzhou University
Rui Wang: Yangzhou University
Zha-Gen Li: Yangzhou University
An-Na Li: Yangzhou University
Chuanyong Wang: Yangzhou University
Wei-Liang Duan: Yangzhou University

Nature Communications, 2023, vol. 14, issue 1, 1-9

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(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.

Date: 2023
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DOI: 10.1038/s41467-023-37987-8

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