An Unconventional Mechanistic Insight into SCF3 Formation from Difluorocarbene: Preparation of 18F‐Labeled α‐SCF3 Carbonyl Compounds. (14th February 2017)

• Record Type: Journal Article
• Authors: Zheng, Jian; Cheng, Ran; Lin, Jin‐Hong; Yu, Dong‐Hai; Ma, Longle; Jia, Lina; Zhang, Lan; Wang, Lu; Xiao, Ji‐Chang; Liang, Steven H.
• Is Part Of: Angewandte Chemie. Volume 129:Number 12(2017)
• Page Start: 3244
• Page End: 3248
• Publication Date: 2017-02-14
• Subjects: 18F-Markierung -- Difluorcarben -- Fluor -- Sulfurierung -- Trifluormethylthiolierung; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201611761
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: Trifluoromethylthiolation by sulfuration of difluorocarbene with elemental sulfur is described for the first time, which overrides long‐standing trifluoromethyl anion‐based theory. Mechanistic elucidation reveals an unprecedented chemical process for the formation of thiocarbonyl fluoride and also enables transition‐metal‐mediated trifluoromethylthiolation and [ 18 F]trifluoromethylthiolation of α‐bromo carbonyl compounds with broad substrate scope and compatibility.