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RESEARCH ARTICLE
Contents Vol 68(1)

Trichloroisocyanuric Acid/Triphenylphosphine-Mediated Synthesis of Benzimidazoles, Benzoxazoles, and Benzothiazoles

Soodabeh Rezazadeh A , Batool Akhlaghinia A B and Nasrin Razavi A
+ Author Affiliations
- Author Affiliations

A Department of Chemistry, Faculty of Sciences, Ferdowsi University of Mashhad, Mashhad 9177948974, Iran.

B Corresponding author. Email: akhlaghinia@um.ac.ir

Australian Journal of Chemistry 68(1) 145-155 https://doi.org/10.1071/CH14037
Submitted: 26 January 2014  Accepted: 24 April 2014   Published: 25 June 2014

Abstract

A new and efficient method for preparation of benzimidazoles, benzoxazoles, and benzothiazoles from reactions of different carboxylic acids with o-phenylenediamine, o-aminophenol, and o-aminothiophenol in the presence of triphenylphosphine/trichloroisocyanuric acid system is presented. The desired products have been characterised on the basis of spectral (infrared, NMR, mass spectrometry) data, and the mechanism of their formation is proposed. The remarkable advantages are the inexpensive and readily available reagent, simple procedure, mild conditions, and good-to-excellent yields.


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