Mechanochemical Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles Mediated by PPh3-TCCA

Author:

Pattarawarapan Mookda12,Yamano Dolnapa1,Wiriya Nittaya1,Phakhodee Wong12ORCID,Wet-osot Sirawit3

Affiliation:

1. Department of Chemistry, Faculty of Science, Chiang Mai University

2. Research Center on Chemistry for Development of Health Promoting Products from Northern Resources, Faculty of Science, Chiang Mai University

3. Medical Life Science Institute, Department of Medical Sciences, Ministry of Public Health

Abstract

AbstractMechanochemical synthesis of 2,5-disubstituted 1,3,4-oxadiazoles was developed as an environmentally benign alternative to conventional solvent-based methods. In the presence of triphenylphosphine and trichloroisocyanuric acid, N-acylbenzotriazoles condense with acylhydrazides leading to oxadiazoles derivatives in good to excellent yields within minutes. The approach circumvents the need for strictly anhydrous conditions, external heating, long reaction times, as well as tedious multistep procedures. A range of substrates with reactive functionalities was also well tolerated.

Funder

Chiang Mai University, Thailand

Royal Golden Jubilee (RGJ) Ph.D. Programme

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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