2014
DOI: 10.1016/j.tetlet.2014.04.029
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An efficient synthesis of conjugated 5-aryl-1,3,4-oxadiazoles from 3-heteroarylacrylohydrazides and acid chlorides

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Cited by 16 publications
(7 citation statements)
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“…GC-MS analyses were carried out with an HP-6890 gas chromatography (dimethyl silicone column, 12.5 m) equipped with an HP-5973 mass-selective detector (Hewlett-Packard, Waldbronn, Germany). Acyl chlorides used for obtaining the selenol esters 5a , 5e , 5f and 5h are commercially available; acyl chlorides used for obtaining the selenol esters 5b , 5c , 5d and 5g were synthesized according to the literature [65]. Density Functional Theory (DFT) calculations were performed with the commercial suite of software Gaussian09 [66].…”
Section: Methodsmentioning
confidence: 99%
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“…GC-MS analyses were carried out with an HP-6890 gas chromatography (dimethyl silicone column, 12.5 m) equipped with an HP-5973 mass-selective detector (Hewlett-Packard, Waldbronn, Germany). Acyl chlorides used for obtaining the selenol esters 5a , 5e , 5f and 5h are commercially available; acyl chlorides used for obtaining the selenol esters 5b , 5c , 5d and 5g were synthesized according to the literature [65]. Density Functional Theory (DFT) calculations were performed with the commercial suite of software Gaussian09 [66].…”
Section: Methodsmentioning
confidence: 99%
“…(E)-Se-Phenyl 3-phenylprop-2-eneselenoate ( 5g ) [65] was purified eluting with 5% EtOAc in petroleum ether. Yellow solid.…”
Section: Methodsmentioning
confidence: 99%
“…Solvents and reagents were used as received unless otherwise noted. Acyl chlorides 1a, 1d, and 1g were commercially available; acyl chlorides 1b, 1c, 1e, and 1f were synthesized according to the literature [16]. Analytical thin-layer chromatography (TLC) was performed on silica gel 60 F254 precoated aluminum foil sheets and visualized by UV irradiation or by iodine staining.…”
Section: Methodsmentioning
confidence: 99%
“…However, the most common approach towards the preparation of both of them involves reaction making use of diacylhydrazines, which are easy accessible. This particular methodology involves their reactions with a range of cyclodehydrating agents, just to mention boron trifluoride‐diethyl etherate, the Burgess reagent, polyphosphoric acid, phosphorus oxychloride, or thionyl chloride, and leads to the formation of 1,3,4‐oxadiazole core . Further applications of diphosphorus pentasulfide or Lawesson's reagent in the reactions with diacylhydrazines result in formation of 1,3,4‐thiadiazole moiety .…”
Section: Introductionmentioning
confidence: 99%