Ligand Promoted and Cobalt Catalyzed Electrochemical C−H Annulation of Arylphosphinamide and Alkyne

Author:

Xu Zhenhui1,Zhang Wangqin1,Xu Chao1,Liu Tao1,Zhang Zhensheng1,Zheng Changdi1,Song Dingguo1,Zhong Weihui1ORCID,Ling Fei12ORCID

Affiliation:

1. College of Pharmaceutical Sciences Zhejiang University of Technology Hangzhou 310014 People's Republic of China

2. Zhejiang Hisoar Pharmaceutical Co.,Ltd. Taizhou 318000 People's Republic of China

Abstract

AbstractA cobaltaelectro‐catalyzed dehydrogenative [4+2] annulation of arylphosphinamides with alkynes was proposed in the present study to selectively construct a range of cyclic phosphinamide derivatives. Picolinic acid acted as a ligand to promote this transformation. A total of 38 examples demonstrated broad substrate scope, sufficient functional tolerance and excellent regioselectivity. Moreover, no additional oxidants and electrolytes were needed and it was possible to achieve gram scale synthesis, late‐stage diversification and the removal of the directing group. Cyclic voltammetry and kinetic isotope experiments provided a better understanding to the reaction mechanism.

Funder

National Natural Science Foundation of China

Natural Science Foundation of Zhejiang Province

China Postdoctoral Science Foundation

Publisher

Wiley

Subject

General Chemistry

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