A Convenient Synthetic Method for Fully Conjugated 3-Alkyl- and 3-Aryl-5-trifluoromethyl-1-methyl-1,2-thiazine 1-Oxide from β-Alkoxyvinyl Trifluoromethyl Ketones

Helio G. Bonacorso; Sandra R. T. Bittencourt; Rogério V. Lourega; Alex F. C. Flores; Nilo Zanatta; Marcos A. P. Martins

doi:10.1055/s-2000-7104

Synthesis 2000; 2000(10): 1431-1434
DOI: 10.1055/s-2000-7104

paper

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A Convenient Synthetic Method for Fully Conjugated 3-Alkyl- and 3-Aryl-5-trifluoromethyl-1-methyl-1,2-thiazine 1-Oxide from β-Alkoxyvinyl Trifluoromethyl Ketones

Helio G. Bonacorso^* , Sandra R. T. Bittencourt, Rogério V. Lourega, Alex F. C. Flores, Nilo Zanatta, Marcos A. P. Martins

^*Departamento de Química, Universidade Federal de Santa Maria, 97105-900 Santa Maria, RS-Brazil; Fax + 55(55)2 20 80 31; E-mail: heliogb@base.ufsm.br

Abstract

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A new series of 4-dimethylsulfoximide-1,1,1-trifluoro-3-buten-2-ones has been prepared by the direct reaction of 4-alkoxy-4-alkyl-(aryl)-1,1,1-trifluoro-3-buten-2-ones with S,S-dimethylsulfoximide, in good yields. The new 5-trifluoromethylated 3-alkyl- and 3-aryl-1-methyl-1,2-thiazine 1-oxide derivatives by intramolecular cyclization reactions have been easily isolated.

4-alkoxy-4-alkyl-(aryl)-1,1,1-trifluoro-3-buten-2-ones - 4-dimethyl-sulfoximide-1,1,1-trifluoro-3-buten-2-ones - 5-trifluoromethyl-1-methyl-1,2-thiazine 1-oxide - vinyl ketones - 1,2-thiazines

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