An efficient synthesis of conjugated 5-aryl-1,3,4-oxadiazoles from 3-heteroarylacrylohydrazides and acid chlorides

Atom Efficient Preparation of Zinc Selenates for the Synthesis of Selenol Esters under “On Water” Conditions

“…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].…”

“…(E)-Se-Phenyl 3-phenylprop-2-eneselenoate ( 5g ) [65] was purified eluting with 5% EtOAc in petroleum ether. Yellow solid.…”

Reaction of Acyl Chlorides withIn SituFormed Zinc Selenolates: Synthesis of SelenoestersversusRing-Opening Reaction of Tetrahydrofuran

“…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.…”

Synthesis of Extended 1,3,4‐Oxadiazole and 1,3,4‐Thiadiazole Derivatives in the Suzuki Cross‐coupling Reactions

“…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 .…”