Issue 22, 2021

Switchable hydroxysulfonyloxylation and defluorination–decarboxylation sulfonylation of gem-difluoroalkenes with sodium sulfinate via aerobic oxidation

Abstract

A novel and attractive aerobic oxidative hydroxysulfonyloxylation of gem-difluoroalkenes with sodium sulfinate via free radical addition has been developed. In addition, successive defluorination–decarboxylation sulfonylation of gem-difluoroalkenes in the presence of Et3N·3HF is realized. These transformations present dual capacity of molecular oxygen and sodium sulfinate, furnishing difluoroalkyl sulfonates and sulfone derivatives under metal-free and mild conditions.

Graphical abstract: Switchable hydroxysulfonyloxylation and defluorination–decarboxylation sulfonylation of gem-difluoroalkenes with sodium sulfinate via aerobic oxidation

Supplementary files

Article information

Article type
Research Article
Submitted
07 Jul 2021
Accepted
01 Sep 2021
First published
03 Sep 2021

Org. Chem. Front., 2021,8, 6220-6225

Switchable hydroxysulfonyloxylation and defluorination–decarboxylation sulfonylation of gem-difluoroalkenes with sodium sulfinate via aerobic oxidation

X. Liu, J. Lin, C. Zhuang, J. Zhong, D. Song, J. Zhao and H. Cao, Org. Chem. Front., 2021, 8, 6220 DOI: 10.1039/D1QO01005K

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