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Original Articles

N-Isocyaniminotriphenylphosphorane (Ph3PNNC) as an Efficient Reagent for the Synthesis of Fully Substituted 1,3,4-Oxadiazoles from 3-Phenyl-2-Propynoic Acid, Secondary Amines and Aromatic Bis-Aldehydes

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Pages 886-894 | Received 04 Jun 2012, Accepted 27 Jul 2012, Published online: 05 Jul 2013
 

Abstract

Reactions of N-isocyaniminotriphenylphosphorane (Ph3PNNC) with aromatic bis-aldehydes (isophthalaldehyde and terphthalaldehyde) in the presence of 3-phenyl-2-propynoic acid and secondary amines proceed smoothly at room temperature and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in high yields. The reaction proceeds smoothly and cleanly under mild conditions and no side reactions were observed.

GRAPHICAL ABSTRACT

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