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Transition-metal-free S–N bond formation: synthesis of 5-amino-1,2,4-thiadiazoles from isothiocyanates and amidines

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Abstract

A novel and green method for the synthesis of 5-amino-1,2,4-thiadiazoles has been developed by the reaction of isothiocyanates with amidines. This protocol which is free of metal, catalyst and iodine involves O2 oxidative S–N bond formation for the synthesis of various 5-amino-1,2,4-thiadiazole derivatives with excellent to good yields. High regioselectivity, mild reaction conditions, broad substrate scope and good functional group tolerance are the highlights of the report.

Graphical abstract: Transition-metal-free S–N bond formation: synthesis of 5-amino-1,2,4-thiadiazoles from isothiocyanates and amidines

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Publication details

The article was received on 18 Mar 2019, accepted on 29 Mar 2019 and first published on 02 Apr 2019


Article type: Letter
DOI: 10.1039/C9NJ01419E
Citation: New J. Chem., 2019, Advance Article

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    Transition-metal-free S–N bond formation: synthesis of 5-amino-1,2,4-thiadiazoles from isothiocyanates and amidines

    Z. Yang, T. Cao, S. Liu, A. Li, K. Liu, T. Yang and C. Zhou, New J. Chem., 2019, Advance Article , DOI: 10.1039/C9NJ01419E

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