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Direct Monofluoromethylthiolation with S ‐(Fluoromethyl) Benzenesulfonothioate
Author(s) -
Zhao Qunchao,
Lu Long,
Shen Qilong
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201705633
Subject(s) - reagent , aryl , catalysis , alkyl , electrophile , chemistry , organic chemistry , copper , combinatorial chemistry
An electrophilic shelf‐stable monofluoromethylthiolating reagent S ‐(fluoromethyl) benezenesulfonothioate ( 1 ) was developed. In the presence of a copper catalyst, reagent 1 coupled with a variety of aryl boronic acids to give the corresponding monofluoromethylthiolated arenes in high yields. In addition, addition of reagent 1 to alkyl alkenes in the presence of a silver catalyst gave alkyl monofluoromethylthioethers in high yields.