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Iodide-Catalyzed Synthesis of Secondary Thiocarbamates from Isocyanides and Thiosulfonates

Pieter Mampuys, Yanping Zhu, Sergey Sergeyev, Eelco Ruijter*, Romano V. A. Orru, Sabine Van Doorslaer and Bert U. W. Maes*

*Organic Synthesis, Department of Chemistry, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerp, Belgium, Email: e.ruijtervu.nl, bert.maesuantwerpen.be

P. Mampuys, Y. Zhu, S. Sergeyev, E. Ruijter, R. V. A. Orru, S. Van Doorslaer, B. U. W. Maes, Org. Lett., 2016, 18, 2808-2811.

DOI: 10.1021/acs.orglett.6b01023 (free Supporting Information)


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Abstract

A method for the synthesis of secondary thiocarbamates from readily available isocyanides and thiosulfonates with broad functional group tolerance proceeds under mild reaction conditions in isopropanol and is catalyzed by inexpensive sodium iodide.


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Key Words

thiocarbamates, oxygen


ID: J54-Y2016