SYNTHESIS AND REACTIVITY OF NEW TRIFLUOROMETHYLATED AZACYANINES STARTING FROM MINO-2,2,2-TRIFLUOROROETHYLIDENE)PYRROLIDIN-2-ONES

The trifluoromethylated enamines 4 and 5 obtained from 3-trifluoroacet yl-pyrrolidinone 1 and ammonia or methylamine, are good precursors for the synthesis of new 4-azapentamethine cyanines 8-10. These 1,5-bis-e lectrophiles condense with ammonia or phenylhydrazine to give 5H-pyrro lo[2,3-d] pyrimidines 18, 19, pyrimidinone 20 and pyrrolo-[3,2-f]-1,2, 4-triazepines 21, 22. The structure and configuration of all the heter ocycles are confirmed by their NMR and UV/vis data and by comparison w ith analogous compounds.