Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 56, Issue 38, Pages 11575-11578Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201705633
Keywords
alkenes; boronic acids; electrophilic reagents; fluorine; monofluoromethylthiolation
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Funding
- National Natural Science Foundation of China [21625206, 21632009, 21372247, 21572258, 21572259, 21421002]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
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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.
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