4.8 Article

Direct Electrophilic (Benzenesulfonyl)Difluoromethylthiolation with a Shelf-Stable Reagent

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 15, 页码 4790-4793

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201601280

关键词

aromatic substitution; (benzenesulfonyl)difluoromethanesulfenamide; difluoromethylthiolation; electrophilic addition; fluorine

资金

  1. RADIOMI project [EU FP7-PEOPLE-2012-ITN-RADIOMI]
  2. CNRS
  3. French Fluorine Network

向作者/读者索取更多资源

The (benzenesulfonyl)difluoromethylsulfanyl (PhSO2CF2S) group is a valuable substituent with specific properties which can provide access to new applications of fluoroalkylthiolated compounds. Direct introduction of this moiety can be performed by in an electrophilic manner by using a new shelf-stable reagent, namely a (benzenesulfonyl)difluoromethanesulfenamide. Furthermore, mild magnesium-mediated reduction of the PhSO2CF2S group leads to a facile synthesis of difluoromethylthiolated molecules and their deuterated analogs.

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