Synthesis of Difluoromethyl Thioethers from Difluoromethyl Trimethylsilane and Organothiocyanates Generated In Situ |
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Authors: | Bilguun Bayarmagnai Christian Matheis Dr Kévin Jouvin Prof?Dr Lukas J Goossen |
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Institution: | FB Chemie‐Organische Chemie, Technische Universit?t Kaiserslautern, Erwin‐Schr?dinger‐Strasse Geb. 54, 67663 Kaiserslautern (Germany) http://www.chemie.uni‐kl.de/goossen |
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Abstract: | A copper‐CF2H complex generated in situ from copper thiocyanate and TMS? CF2H smoothly converts organothiocyanates into valuable difluoromethyl thioethers. This reaction step can be combined with several thiocyanation methods to one‐pot protocols, allowing late‐stage difluoromethylthiolations of widely available alkyl halides and arenediazonium salts. This strategy enables the introduction of difluoromethylthio groups—a largely unexplored substituent with highly promising properties—into drug‐like molecules. |
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Keywords: | copper difluoromethylthiolation fluorine Sandmeyer reaction synthetic methods |
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