Direct Catalytic Trifluoromethylthiolation of Boronic Acids and Alkynes Employing Electrophilic Shelf‐Stable <i>N</i>‐(trifluoromethylthio)phthalimide

Roman Pluta, Pavlo Nikolaienko, Magnus Rueping

doi:10.1002/anie.201307484

Direct Catalytic Trifluoromethylthiolation of Boronic Acids and Alkynes Employing Electrophilic Shelf‐Stable <i>N</i>‐(trifluoromethylthio)phthalimide

DOI Web Site Web Site 被引用文献6件

書誌事項

公開日: 2014-01-21

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http://onlinelibrary.wiley.com/termsAndConditions#vor

DOI

10.1002/anie.201307484

公開者: Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>A new and safe method for the synthesis of <jats:italic>N</jats:italic>‐(trifluoromethylthio)phthalimide, a convenient and shelf‐stable reagent for the direct trifluoromethylthiolation, has been developed. <jats:italic>N</jats:italic>‐(Trifluoromethylthio)phthalimide can be used as an electrophilic source of F<jats:sub>3</jats:sub>CS<jats:sup>+</jats:sup> and reacts readily with boronic acids and alkynes under copper catalysis. The utility of CF<jats:sub>3</jats:sub>S‐containing molecules as biologically active agents, the mild reaction conditions employed, and the high tolerance of functional groups demonstrate the potential of this new methodology to be widely applied in organic synthesis as well as industrial pharmaceutical and agrochemical research and development.</jats:p>