Issue 4, 2022

Aliphatic sulfonyl fluoride synthesis via reductive decarboxylative fluorosulfonylation of aliphatic carboxylic acid NHPI esters

Abstract

Based on a radical sulfur dioxide insertion and fluorination strategy, we have developed an efficient method for aliphatic sulfonyl fluoride synthesis using abundant carboxylic acids, a reductant, a sulfur dioxide surrogate and the electrophilic fluorination reagent N-fluorobenzenesulfonimide (NFSI) under reduction conditions. This protocol provides a convenient synthetic pathway for various aliphatic sulfonyl fluorides and tolerates a wide range of functional groups.

Graphical abstract: Aliphatic sulfonyl fluoride synthesis via reductive decarboxylative fluorosulfonylation of aliphatic carboxylic acid NHPI esters

Supplementary files

Article information

Article type
Research Article
Submitted
03 noy 2021
Accepted
09 yan 2022
First published
11 yan 2022

Org. Chem. Front., 2022,9, 1115-1120

Aliphatic sulfonyl fluoride synthesis via reductive decarboxylative fluorosulfonylation of aliphatic carboxylic acid NHPI esters

Z. Ma, Y. Liu, X. Ma, X. Hu, Y. Guo, Q. Chen and C. Liu, Org. Chem. Front., 2022, 9, 1115 DOI: 10.1039/D1QO01655E

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