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A Facile and Expeditious One-Pot Synthesis of α-Keto-1,3,4-oxadiazoles

Dalip Kumar*, Meenakshi Pilania, V. Arun, Bhupendra Mishra

*Department of Chemistry, Birla Institute of Technology and Science, Pilani – 333 031, Rajasthan, India, Email: dalipkpilani.bits-pilani.ac.in

D. Kumar, M. Pilania, V. Arun, B. Mishra, Synlett, 2014, 25, 1137-1141.

DOI: 10.1055/s-0033-1340981 (free Supporting Information)



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Abstract

A 2-iodoxybenzoic acid/tetraethylammonium bromide mediated oxidative cyclization of hydrazide-hydrazones generated in situ from aryl glyoxal and hydrazides enables an efficient and high-yielding protocol for the preparation of α-keto-1,3,4-oxadiazoles under mild conditions in short reaction times.

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Key Words

nitrogen heterocycles, 1,3,4-oxadiazoles, hypervalent iodine reagents, IBX, oxidation, cyclization


ID: J60-Y2014