Issue 21, 2013

Mild and convenient one-pot synthesis of 2-amino-1,3,4-oxadiazoles promoted by trimethylsilyl isothiocyanate (TMSNCS)

Abstract

A mild, convenient, and efficient one-pot synthesis of amino-1,3,4-oxadiazoles is described. In situ preparation of various thiosemicarbazides by the reaction of different carboxylic acid hydrazides with trimethylsilyl isothiocyanate (TMSNCS), followed by cyclodesulfurization of thiosemicarbazides under basic conditions in the presence of I2/KI resulted in 2-amino-1,3,4-oxadiazoles in high yields (79–94%).

Graphical abstract: Mild and convenient one-pot synthesis of 2-amino-1,3,4-oxadiazoles promoted by trimethylsilyl isothiocyanate (TMSNCS)

Supplementary files

Article information

Article type
Communication
Submitted
02 Mar 2013
Accepted
14 Mar 2013
First published
20 Mar 2013

RSC Adv., 2013,3, 7684-7687

Mild and convenient one-pot synthesis of 2-amino-1,3,4-oxadiazoles promoted by trimethylsilyl isothiocyanate (TMSNCS)

D. R. Guda, H. M. Cho and M. E. Lee, RSC Adv., 2013, 3, 7684 DOI: 10.1039/C3RA41044G

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