A mild and efficient one pot synthesis of 1,3,4-oxadiazoles from carboxylic acids and acyl hydrazides

A convenient one pot method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from carboxylic acids and acyl hydrazides is reported. Acid activation with CDI and coupling with the desired acylhydrazide followed by dehydration in the same pot with Ph 3P and CBr 4 affords the corresponding 1,3,...

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Bibliographic Details
Published in:Tetrahedron letters 2006-07, Vol.47 (28), p.4827-4830
Main Authors: Rajapakse, Hemaka A., Zhu, Hong, Young, Mary Beth, Mott, Bryan T.
Format: Article
Language:English
Subjects:
1,3,4-Oxadiazole
One pot
Synthesis
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Summary:A convenient one pot method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from carboxylic acids and acyl hydrazides is reported. Acid activation with CDI and coupling with the desired acylhydrazide followed by dehydration in the same pot with Ph 3P and CBr 4 affords the corresponding 1,3,4-oxadiazoles in good yield. The scope of the acid and acylhydrazide components is presented. A convenient one pot method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from acids and acyl hydrazides is reported. Acid activation with CDI, followed by coupling with the desired acylhydrazide and dehydration in the same pot with Ph 3P and CBr 4 affords the corresponding 1,3,4-oxadiazoles in good yield. The scope of the acid and acylhydrazide components is presented.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2006.05.051