New 4-trifluoromethyl-1,3-oxazin-6-ones have been prepared in excellent yields from ethyl 3-amino-4.4.4-trifluorocrotonate (ATFC) by two original procedures: reaction of ATFC with phosgeniminium chlorides to give 2-dialkylamino-4-trifluoromethyl-1,3-oxazin-6-ones, or action of chlorinating agents on N-acyl ATFC. The reactivity of ATFC in these reactions is compared with non-fluorinated analogs.
Decockplancquaert, MA., Evariste, F., Guillot, N., Janousek, Z., Maliverney, C., Merenyi, R., & Viehe, HG. (1992). Syntheses of New 4-trifluoromethylated 1,3-oxazin-6-ones From the Enamine of Ethyl Trifluoroacetoacetate. Societes Chimiques Belges. Bulletin, 101(4), 313-321. https://doi.org/10.1002/bscb.19921010412 (Original work published 1992)