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

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.

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Bibliographic Details
Main Authors: Bonacorso,Helio G., Vezzosi,Renata P., Rodrigues,Isadora R., Drekener,Roberta L., Porte,Liliane M. F., Flores,Alex F. C., Zanatta,Nilo, Martins,Marcos A. P.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2009
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532009000700024
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