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Communication | Regular issue | Vol 24, No. 3, 1986, pp.593-599
Published online, 1st January, 1970
DOI: 10.3987/R-1986-03-0593
Trifluoropyruvic Acid Hydrate in Heterocyclic Synthesis, Part II.: Synthesis of Trifluomethylated Benzoxazine, Benzothiazine, and Benzoxazole Derivatives

Mohamed El-said Mustafa, Akio Takaoka, and Nobuo Ishikawa*

*Department of Chemical Technology, Faculty of Engineering, Tokyo Institute of Technology, 2-12-1,Oh-Okayama, Meguro-ku, Tokyo 152-8552, Japan

Abstract

Synthesis of 2-hydroxy-2-trifluoromethyl-2H-1,4-benzoxazin-3(4H)-one derivatives, 3-trifluoromethyl-1,4-benzoxazin-2-one derivatives, 2,3-dihydro-2-trifluoromethylbenzoxazole derivatives and 2-hydroxy-2-trifluoromethyl-2H-1,4-benzothiazin-3(4H)-one, by the reaction of trifluoropyruvic acid hydrate with 4-substituted 2-aminophenols and 2-aminothiophenol, respectively, is reported. The effect of the substituent, in the aminophenol ring, on the ratio of the formed isomers of benzoxazine is also investigated.