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Synthesis and Reactivity of 3-oxoprop-1-en-1-olate Derivative as a Building Block for the Synthesis of Azole and Azine Derivatives

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Several new heterocyclic compounds such as 7-substituted pyrazolo[1,5-a]pyrimidine (5a–e) derivatives have been synthesized by the reactions of the versatile unreported sodium 3-(4-methyl-2-(4-methylphenylsulfonamido)thiazol-5-yl)-3-oxoprop-1-en-1-olate (2) with amino heterocyclic (3a–e) derivatives. Reaction of… Click to show full abstract

Several new heterocyclic compounds such as 7-substituted pyrazolo[1,5-a]pyrimidine (5a–e) derivatives have been synthesized by the reactions of the versatile unreported sodium 3-(4-methyl-2-(4-methylphenylsulfonamido)thiazol-5-yl)-3-oxoprop-1-en-1-olate (2) with amino heterocyclic (3a–e) derivatives. Reaction of (2) with hydrazonyl halide (7a–d) and hydroximoyl chloride (11a,b) derivatives followed by reaction with hydrazine hydrate afforded pyrazolo[3,4-d]pyridazine and isoxazolo[3,4-d]pyridazine derivatives, respectively incorporating a thiazole moiety have been described. All newly synthesized compounds were elucidated by considering the data of both elemental and spectral analysis.

Keywords: oxoprop; olate derivative; reactivity oxoprop; oxoprop olate; synthesis reactivity

Journal Title: Journal of Heterocyclic Chemistry
Year Published: 2017

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