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Abstract
A series of new 2,5-disubstituted-1,3,4-oxadiazoles derived from benzo[b]thiophene was obtained by dehydrative cyclization of the corresponding N,N’-diacylhydrazines, in presence of an excess of phosphorous oxychloride. The structures of the new synthesized compounds were confirmed by spectral analysis.
Highlights
2,5-Disubstituted-1,3,4-oxadiazoles have been reported as remarkable antidepressive, anticonvulsive,[1,2] antiinflamatory,[3] antimitotic,[4] hypoglycemic,[5] antifungal,[6] antimicrobial[7] agents, as well as insecticides.[8,9] they present interesting electrochemical[10] and fluorescent properties.[11]
The 2amino-5-(3-chloro-benzothienyl) derivatives were synthesized by cyclodesulfurization of thiosemicarbazides,[12] while the corresponding 2-thioether-derivatives were obtained by alkylation of an 1,3,4-oxadiazole-2-thione.[13]
To our knowledge a study concerning the synthesis of unsymmetrical 2,5-diaryl-1,3,4oxadiazoles substituted with a benzo[b]thiophene ring has not been reported
Summary
2,5-Disubstituted-1,3,4-oxadiazoles have been reported as remarkable antidepressive, anticonvulsive,[1,2] antiinflamatory,[3] antimitotic,[4] hypoglycemic,[5] antifungal,[6] antimicrobial[7] agents, as well as insecticides.[8,9] they present interesting electrochemical[10] and fluorescent properties.[11]. The synthesis and characterization of 2,5-disubstituted-1,3,4-oxadiazoles bearing a benzo[b]thiophene ring by dehydration of unsymmetrical N,N’- diacylhydrazines.
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