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The reaction of (N-isocyanimino) triphenylphosphorane with an electron-poor α-haloketone in the presence of aromatic carboxylic acids: A novel three-component reaction for the synthesis of disubstituted 1,3,4-oxadiazole derivatives

✍ Scribed by Ali Ramazani; Yavar Ahmadi; Morteza Rouhani; Nahid Shajari; Ali Souldozi

Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
169 KB
Volume
21
Category
Article
ISSN
1042-7163

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✦ Synopsis

Abstract

Reactions of electron‐poor α‐haloketones with (N‐isocyanimino) triphenylphosphorane in the presence of aromatic carboxylic acids proceed smoothly at room temperature and in neutral conditions to afford disubstituted 1,3,4‐oxadiazole derivatives in high yields. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:368–372, 2010; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20626

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## Abstract The iminium intermediate formed by the reaction of a secondary amine with acetaldehyde was reacted by (__N__‐isocyanimino) triphenylphosphorane in the presence of an electron‐poor (__E__)‐cinnamic acid derivative to give the corresponding iminophosphorane intermediate, whose intramolecu