A Unified Approach for the Synthesis of Isourea and Isothiourea from Isonitrile and N,N-Dibromoarylsulfonamides

Debashish Mishra and Prodeep Phukan*

*Department of Chemistry, Gauhati University, Guwahati, Assam 781014, India, Email: pphukangauhati.ac.in

D. Mishra, P. Phukan, J. Org. Chem., 2021, 86, 17581-17593.

DOI: 10.1021/acs.joc.1c01578

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Abstract

A three-component coupling reaction of alcohols or thiols with N,N-dibromoarylsulfonamides and isonitrile and in the presence of K₂CO₃ provides both isoureas and isothioureas in very good yields. This metal-free process proceeds via carbodiimide intermediate at room temperature within a very short reaction time.

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Key Words

isoureas (C-O coupling, C=N coupling), isothioureas, multicomponent reactions

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ID: J42-Y2021