Premium
An Unconventional Mechanistic Insight into SCF 3 Formation from Difluorocarbene: Preparation of 18 F‐Labeled α‐SCF 3 Carbonyl Compounds
Author(s) -
Zheng Jian,
Cheng Ran,
Lin JinHong,
Yu DongHai,
Ma Longle,
Jia Lina,
Zhang Lan,
Wang Lu,
Xiao JiChang,
Liang Steven H.
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201611761
Subject(s) - difluorocarbene , chemistry , fluoride , trifluoromethyl , computational chemistry , photochemistry , organic chemistry , inorganic chemistry , alkyl
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.