A series of per-O-benzoylated 5-beta-D-glucopyranosyl-2-substituted-1,3,4-oxadiazoles was prepared by acylation of the corresponding 5-(beta-D-glucopyranosyl)tetrazole. As an alternative, oxidation of 2,6-anhydro-aldose benzoylhydrazones by iodobenzene I,I-diacetate afforded the same oxadiazoles. 1,3-Dipolar cycloaddition of nitrile oxides to per-O-benzoylated beta-D-glucopyranosyl cyanide gave...

The metal-free reaction of 5-(2-arylethenyl)-3-aryl-1,2,4-oxadiazoles with arenes in neat triflic acid (TfOH, CF3SO3H), both under thermal and microwave conditions, leads to 5-(2,2-diarylethyl)-3-aryl-1,2,4-oxadiazoles. The products are formed through the regioselective hydroarylation of the side chain carbon-carbon double bond of the starting oxadiazoles in yields up to 97%. According to NMR d...

Some 5-aryl-2-mercapto-1,3,4-oxadiazole (I) reacted with maleic anhydride, maleic acid and p-benzoquinone affording 2-(5-aryl-1,3,4-oxadiazol-2-ylthio)succinic anhydrides (II), 2-(5-aryl-1,3,4-oxadiazol-2-ylthio)succinic acids (III) and 2-(2,5-dihydroxyphenylthio)-5-aryl-l,3,4-oxadiazoles (IV), respectively. Treatment of 2-methylthio-5-phenyl-l,3-oxadiazole (V) with amines gives 2-[(alkyl or ar...

We recently showed that oxadiazoles have anti-Trypanosoma cruzi activity at micromolar concentrations. These compounds are easy to synthesize and show a number of clear and interpretable structure-activity relationships (SAR), features that make them attractive to pursue potency enhancement. We present here the structural design, synthesis, and anti-T. cruzi evaluation of new oxadiazoles denote...

The preparation of 1,3,4-oxadiazoles from 1,2-diacylhydrazines using XtalFluor-E ([Et(2)NSF(2)]BF(4)) as cyclodehydration reagent is described. Various functionalized 1,3,4-oxadiazoles were synthesized and it was found that the use of acetic acid as an additive generally improved the yields.

The sulfone moiety is an important core unit in organic synthesis and medicinal chemistry. Amongst different heteroaromatic compounds oxadiazoles, thiadiazoles triazoles form the basis of many pharmaceuticals agrochemicals. In fact, pyridine exhibits diversified biological activities. presence pharmacophores same attracting approach to develop new drugs due synergetic effect. Besides, applicati...

Citation: Ibrar A, Khan A, Ali M, Sarwar R, Mehsud S, Farooq U, Halimi SMA, Khan I and Al-Harrasi A (2018) Combined in Vitro and in Silico Studies for the Anticholinesterase Activity and Pharmacokinetics of Coumarinyl Thiazoles and Oxadiazoles. Front. Chem. 6:61. doi: 10.3389/fchem.2018.00061 Combined in Vitro and in Silico Studies for the Anticholinesterase Activity and Pharmacokinetics of Cou...

A series of eighteen 1,3,4-oxadiazole derivatives have been synthesized by treating aromatic acid hydrazides with carbon disulfide in ethanolic potassium hydroxide yielding potassium salts of 1,3,4-oxadiazoles. Upon neutralization with 1 N hydrochloric acid yielded crude crystals of 1,3,4-oxadiazoles, which were purified by recrystallization in boiling methanol. The synthesized 1,3,4-oxadiazole...

A versatile continuous-flow synthesis of highly functionalized 1,2,4-oxadiazoles starting from carboxylic acids is reported. This process was applied to the multistep synthesis of imidazo[1,2-a]pyridin-2-yl-1,2,4-oxadiazoles, using a three reactor, multistep continuous-flow system without isolation of intermediates. This continuous-flow method was successfully combined with a single-step liquid...

Stereoselective synthesis of monoterpene-based 1,2,4- and 1,3,4-oxadiazole derivatives was accomplished starting from α,β-unsaturated carboxylic acids, obtained by the oxidation of (-)-2-carene-3-aldehyde and commercially available (-)-myrtenal. 1,2,4-Oxadiazoles were prepared in two steps via the corresponding O-acylamidoxime intermediates, which then underwent cyclisation induced by tetrabuty...