Novel pyrazoles and isoxazoles were synthesized from the reaction of the carbanions of 1-aryl-2-(phenylsulphonyl)-ethanone with different hydrazonyl halides and 1-aryl-2-bromo-2-hydroximinoethanone in ethanol, respectively. Reactions were carried out under silent and ultrasonic conditions. In general, it was found that ultrasound irradiations enable some reactions to occur which could not be carried out under silent condition in addition to improvement in reaction times. The products were obtained in high yields and their structures were determined by elemental analyses, spectral data and X-ray diffraction.
Lawesson reagent 1 reacts with Mannich bases of β-naphthol 2 and 8-hydroxyquinoline 4 to give oxthiaphosphinine-3-sulfide derivatives 3 and 5, respectively. Reaction of 1 with benzaldehyde in the presence of trialkyl phosphite yields 1,3,5,2-trithiaphosphinane-2-sulfide derivative 8 and, in the presence of ethyl acrylate, affords 2,4,6-triphenyl-1,3,5-trithiane 9. A mechanism is proposed to explain the formation of adduct 3.
Novel substituted 1,3,4-thiadiazole and bi(1,3,4-thiadiazole) were synthesized from reaction of 1-methyl-5-oxo-3-phenyl-2-pyrazolin-4-thiocarbox-anilide with a series of different hydrazonyl halides or N,N'-diphenyl-oxalodihydrazonoyl dichloride. The reactions were carried out under both conventional and ultrasonic irradiation conditions. In general, improvement in rates and yields were observed when reactions were carried out under sonication compared with classical condition. Structures of the products were established on analytical and spectral data.
Novel fused pyrans were synthesized from the reaction of the tetrahydropyran-4-one with arylidine malononitriles. Different fused pyran derivatives were obtained from the mentioned reaction depending on type of catalyst used and type of energy used. Reactions were carried out under silent and ultrasonic conditions. In general, it was found that sometimes ultrasound irradiations change the reaction path in comparing with silent condition. In addition to improvement in reaction times, the products were obtained in high yields and their structures were determined by elemental analyses, spectral data.
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