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

A unified approach has been developed for the synthesis of both isourea and isothiourea in a three-component coupling reaction by treating alcohols or thiols respectively with N,N-dibromoaryl­sulfonamides and isonitrile and in the presence of K2CO3. This metal-free process proceeds via carbodiimide...

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Veröffentlicht in:Journal of organic chemistry 2021-12, Vol.86 (24), p.17581-17593
Hauptverfasser: Mishra, Debashish, Phukan, Prodeep
Format: Artikel
Sprache:eng
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Zusammenfassung:A unified approach has been developed for the synthesis of both isourea and isothiourea in a three-component coupling reaction by treating alcohols or thiols respectively with N,N-dibromoaryl­sulfonamides and isonitrile and in the presence of K2CO3. This metal-free process proceeds via carbodiimide intermediate at room temperature within a very short reaction time. A library of sulfonylisoureas and isothioureas has been made using this synthetic protocol with wide substrate scope in good to high yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.1c01578