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Synthesis of 1,2,4-oxadiazoles utilizing ethyl 2-cyano-2-(2- nitrophenylsulfonyloxyimino) acetate (ortho-nosylOXY) as a catalyst and dehydrating reagent under microwave irradiation

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Title Synthesis of 1,2,4-oxadiazoles utilizing ethyl 2-cyano-2-(2- nitrophenylsulfonyloxyimino) acetate (ortho-nosylOXY) as a catalyst and dehydrating reagent under microwave irradiation
 
Creator Chandra, Jyoti
 
Subject 1,2,4-Oxadiazoles
ortho-NosylOXY
O-Acylation
Cyclization
Environment friendly
 
Description 454-464
The present work describes the development of an optimized microwave-assisted synthesis of 1,2,4-oxadiazoles from
carboxylic acids and amidoximes using ethyl 2-cyano-2-(2-nitrophenylsulfonyloxyimino) acetate (ortho-NosylOXY) as an
activating agent of carboxylic acid for O-acylation step followed by cyclization step in one pot with significantly good yield.
Interestingly, the same reagent, ortho-NosylOXY, acts as a catalyst for the first step and helps as a dehydrating agent for the
second step. Moreover, by-products, Oxyma [ethyl 2-cyano-2-(hydroxyimino) acetate] and 2-nitrobenzenesulfonic acid can
easily be recovered back and recycled further to prepare the reagent. This method is environment friendly and cost-effective.
 
Date 2023-05-18T05:26:40Z
2023-05-18T05:26:40Z
2023-05
 
Type Article
 
Identifier 2583-1321 (Online); 0019-5103 (Print)
http://nopr.niscpr.res.in/handle/123456789/61928
https://doi.org/10.56042/ijc.v62i5.1428
 
Language en
 
Publisher NIScPR-CSIR,India
 
Source IJC Vol.62(05) [May 2023]