Thiosulfonylation of alkenes with the insertion of sulfur dioxide under non-metallic conditions. Issue 20 (12th September 2018)

• Record Type: Journal Article
• Authors: He, Fu-Sheng; Wu, Youqian; Zhang, Jun; Xia, Hongguang; Wu, Jie
• Is Part Of: Organic chemistry frontiers. Volume 5:Issue 20(2018)
• Page Start: 2940
• Page End: 2944
• Publication Date: 2018-09-12
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c8qo00824h
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : A three-component reaction of 1-(2-allylaryl)thioureas, sulfur dioxide, and aryldiazonium tetrafluoroborates under mild conditions is realized, leading to sulfonated [3, 1]-benzothiazepines in good yields. High efficiency is observed for this non-metallic transformation. Abstract : A three-component reaction of 1-(2-allylaryl)thioureas, sulfur dioxide, and aryldiazonium tetrafluoroborates under mild conditions is realized, leading to sulfonated [3, 1]-benzothiazepines in good yields. The reaction proceeds smoothly at room temperature in the absence of any catalysts or additives. A high efficiency is observed for this non-metallic transformation. Preliminary mechanistic investigation shows that a radical process is involved. This protocol represents an efficient and attractive strategy for the preparation of seven-membered heterocyclic compounds containing a sulfonyl group.