Chemistry

Electrochemical C-H phosphorylation of arenes in continuous flow suitable for late-stage functionalization

H. Long, C. Huang, et al.

Discover a groundbreaking approach to C-H phosphorylation of arenes without the need for catalysts or external oxidants, developed by Hao Long, Chong Huang, Yun-Tao Zheng, Zhao-Yu Li, Liang-Hua Jie, Jinshuai Song, Shaobin Zhu, and Hai-Chao Xu. This novel electrochemical method efficiently generates C-P bonds through anodic P-radical cations, showcasing the potential for late-stage functionalization of complex molecules and impressive scalability with a continuous output of 55.0 grams of phosphonate product.

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Abstract

This paper presents a catalyst- and external oxidant-free electrochemical C-H phosphorylation reaction of arenes in continuous flow. The reaction forms C-P bonds via the reaction of arenes with anodically generated P-radical cations. This method is efficient for arenes with diverse electronic properties and enables selective late-stage functionalization of complex molecules. The continuous production of 55.0 grams of a phosphonate product demonstrates the scalability of this electrochemical approach.

Publisher

Nature Communications

Published On

Nov 16, 2021

Authors

Hao Long, Chong Huang, Yun-Tao Zheng, Zhao-Yu Li, Liang-Hua Jie, Jinshuai Song, Shaobin Zhu, Hai-Chao Xu

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