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Issue 80, 2015
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Synthesis of 5-substituted-3H-[1,3,4]-oxadiazol-2-one derivatives: a carbon dioxide route (CDR)

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Abstract

A carbon dioxide route (CDR) for making biologically important 5-substituted-3H-[1,3,4]-oxadiazol-2-ones (SHOs) has been accomplished through synthesis and cyclization of a variety of hydrazides as the key intermediates. All of these hydrazides were prepared readily in 89–97% yields by reacting acid chlorides with a hydrazine monohydrate in the initial step. Then, SHOs were obtained in high yields from hydrazides by reacting them with carbon dioxide under basic conditions. More notable than the high yields, is that the present CDR process for the first time has succeeded in providing a straightforward cyclization reaction leading to SHO formation with simple reagents in ethanol solution.

Graphical abstract: Synthesis of 5-substituted-3H-[1,3,4]-oxadiazol-2-one derivatives: a carbon dioxide route (CDR)

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Publication details

The article was received on 13 May 2015, accepted on 16 Jul 2015 and first published on 16 Jul 2015


Article type: Paper
DOI: 10.1039/C5RA08910G
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Citation: RSC Adv., 2015,5, 65351-65357
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    Synthesis of 5-substituted-3H-[1,3,4]-oxadiazol-2-one derivatives: a carbon dioxide route (CDR)

    M. Brahmayya, S. A. Dai and S.-Y. Suen, RSC Adv., 2015, 5, 65351
    DOI: 10.1039/C5RA08910G

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