Preparation of novel trifluoroacetylketene O,N-acetals and trifluoromethyl-containing S,S-sulfoximido N-substituted heterocycles

Journal of the Brazilian Chemical Society

Helio G. Bonacorso¹  Renata P. Vezzosi¹  Isadora R. Rodrigues¹  Roberta L. Drekener¹  Liliane M. F. Porte¹  Alex F. C. Flores¹  Nilo Zanatta¹  Marcos A. P. Martins¹ 

[1] ,Universidade Federal de Santa Maria Departamento de Química Santa Maria RS ,Brazil

关键词: acetals;    sulfoximides;    pyrazoles;    isoxazoles;    pyrimidines;   

DOI  :  10.1590/S0103-50532009000700024

来源: SciELO

【 摘 要 】

Two new trifluoroacetylketene O,N-acetals [CF3C(O)CH=C(OEt)(NS(O)R2), where R = CH3, Ph] derived from the reaction of 4,4-diethoxy-1,1,1-trifluorobut-3-en-2-one [CF3C(O)CH=C(OEt)2] with S,S-dimethyl- and S-methyl-S-phenyl-sulfoximide [HN=S(O)R2], in the presence of triethylamine, have been obtained, in 60-72% yields, and applied in the synthesis of S,S-dimethylsulfoximido-substituted pyrazoles, isoxazoles and pyrimidines, in 55-89% yields, from the reactions of 4-ethoxy-4-(S,S-dimethylsulfoximido)-1,1,1-trifluorobut-3-en-2-one with hydrazines, hydroxylamine hydrochloride and acetylguanidine.

【 授权许可】

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