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Mampuys P, Zhu Y, Sergeyev S, et al. Iodide-Catalyzed Synthesis of Secondary Thiocarbamates from Isocyanides and Thiosulfonates. Org Lett. 2016;18(12):2808-11doi: 10.1021/acs.orglett.6b01023.
Mampuys, P., Zhu, Y., Sergeyev, S., Ruijter, E., Orru, R. V., Van Doorslaer, S., & Maes, B. U. (2016). Iodide-Catalyzed Synthesis of Secondary Thiocarbamates from Isocyanides and Thiosulfonates. Organic letters, 18(12), 2808-11. https://doi.org/10.1021/acs.orglett.6b01023
Mampuys, Pieter, et al. "Iodide-Catalyzed Synthesis of Secondary Thiocarbamates from Isocyanides and Thiosulfonates." Organic letters vol. 18,12 (2016): 2808-11. doi: https://doi.org/10.1021/acs.orglett.6b01023
Mampuys P, Zhu Y, Sergeyev S, Ruijter E, Orru RV, Van Doorslaer S, Maes BU. Iodide-Catalyzed Synthesis of Secondary Thiocarbamates from Isocyanides and Thiosulfonates. Org Lett. 2016 Jun 17;18(12):2808-11. doi: 10.1021/acs.orglett.6b01023. Epub 2016 Jun 08. PMID: 27276236.
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Org Lett. 2016 Jun 17;18(12):2808-11. doi: 10.1021/acs.orglett.6b01023. Epub 2016 Jun 08.

Iodide-Catalyzed Synthesis of Secondary Thiocarbamates from Isocyanides and Thiosulfonates.

Organic letters

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

Affiliations

  1. Organic Synthesis, Department of Chemistry, University of Antwerp , Groenenborgerlaan 171, 2020 Antwerp, Belgium.
  2. Department of Chemistry and Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines and Systems (AIMMS), VU University Amsterdam , De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.
  3. Biophysics and Biomedical Physics (BIMEF), Department of Physics, University of Antwerp , Universiteitsplein 1, 2610 Antwerp, Belgium.

PMID: 27276236 DOI: 10.1021/acs.orglett.6b01023

Abstract

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

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