Convenient preparation of unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles promoted by Dess–Martin reagent

Synthetic Approaches and Pharmacological Activity of 1,3,4-Oxadiazoles: A Review of the Literature from 2000–2012

“…Dobrotã and co-workers [ 47 ] reported the synthesis of 2,5-disubstituted-1,3,4-oxadiazoles 79 , conveniently prepared by oxidative cyclization of N -acylhydrazones 78 through use of an excess of Dess-Martin periodinane under mild conditions ( Scheme 29 ).…”

Photooxidation of N-acylhydrazones to 1,3,4-oxadiazoles catalyzed by heterogeneous visible-light-active carbon nitride semiconductor

“…Oxidative cyclization of N-acylhydrazones (Scheme 1) is one of the general synthetic methods of 1,3,4-oxadiazoles preparation. However, this synthetic approach requires strong oxidants such as bis(trifluoroacetoxy)iodobenzene [24], the Dess-Martin reagent [25], Bu4N + I -/t-BuOOH [26], I2/H2O2 [27], Cu(OTf)2 [28] or Iron(III)/TEMPO [29]. All these methods unavoidably are burdened with significant amounts of byproducts, which are created along with the target oxadiazole and should be removed in a proper manner.…”

Biological study on novel coumarinyl 1,3,4-oxadiazoles

“…Dolman et al 7 prepared 1,3,4-oxadiazoles by tosyl chloride/pyridine-mediated cyclization of thiosemicarbazides, Barbucenu et al 8 reacted thiosemicarbazides with mercuric oxide in ethanol, while Narwade et al 9 used I 2 /KI in sodium hydroxide solution. Dobrota et al 10 prepared heterocycles of this type by oxidative cyclization of hydrazines with an excess of Dess-Martin periodinane under mild conditions. Acetohydrazides were reacted with CS 2 in alkaline medium followed by acidic treatment.…”