Electrochemical fluorosulfonylation of alkenes to access vicinal fluorinated sulfones derivatives

Herein, we report a practical and efficient fluorosulfonylation of the various alkenes with sulfonyl radical sources (RSO2NHNH2) and Et3N center dot 3HF as cost-effective fluorination reagents under mild conditions. Remarkably, this protocol features very green and sustainable conditions obviating the need of chemical oxidants and transition metal catalyst. A variety of substituents on both sulfonyl hydrazides and alkenes are tolerated to give vicinal fluorinated sulfones in moderate to excellent yields. Also, the synthetic utility of this transformation is further demonstrated by a gram-scale reaction and the late-stage functionalization of complex molecules. (C) 2022 Elsevier Ltd. All rights reserved.

Automated summary

In this study, a practical and efficient method for fluorosulfonylation of various alkenes has been reported. This method uses sulfonyl radical sources and cost-effective fluorination reagents under mild conditions. The protocol is environmentally friendly, as it eliminates the need for chemical oxidants and transition metal catalysts, and it can tolerate different substituents, resulting in excellent synthesis yields.