The reaction of N-isocyaniminotriphenylphosphorane (NICITPP) with 2-oxopropyl-1-benzenecarbothioate and a primary amine in the presence of benzoic acid derivatives

Reactions of N-isocyaniminotriphenylphosphorane (NICITPP) with 2-oxopropyl-1-benzenecarbothioate in the presence of aromatic carboxylic acids and primary amines proceed smoothly at room temperature (18-26°C) and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in hig...

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Bibliographic Details
Published in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 2016-02, Vol.191 (2), p.230-234
Main Authors: Ramazani, Ali, Nasrabadi, Fatemeh Zeinali, Ahankar, Hamideh, Asiabi, Pegah Azimzadeh, Sadri, Fariba, Joo, Sang Woo
Format: Article
Language:English
Subjects:
1,3,4-oxadiazole
2-oxopropyl-1-benzenecarbothioate
aromatic carboxylic acid
aza-Wittig reaction
N-isocyanimino-triphenylphosphorane (NICITPP)
primary amine
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Summary:Reactions of N-isocyaniminotriphenylphosphorane (NICITPP) with 2-oxopropyl-1-benzenecarbothioate in the presence of aromatic carboxylic acids and primary amines proceed smoothly at room temperature (18-26°C) and in neutral conditions to afford sterically congested 1,3,4-oxadiazole derivatives in high yields. The reaction progresses smoothly and clearly under mild conditions and no side reactions were observed.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426507.2015.1067213