Aliphatic sulfonyl fluoride synthesis via reductive decarboxylative fluorosulfonylation of aliphatic carboxylic acid NHPI esters. Issue 4 (20th January 2022)

• Record Type: Journal Article
• Authors: Ma, Zhanhu; Liu, Yongan; Ma, Xiaoyu; Hu, Xiaojun; Guo, Yong; Chen, Qing-Yun; Liu, Chao
• Is Part Of: Organic chemistry frontiers. Volume 9:Issue 4(2022)
• Page Start: 1115
• Page End: 1120
• Publication Date: 2022-01-20
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/d1qo01655e
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A general and efficient approach to various aliphatic sulfonyl fluorides by the reductive decarboxylative fluorosulfonylation of aliphatic carboxylic acids via a radical sulfur dioxide insertion and fluorination strategy was developed. 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.