

REACTIONS OF PERFLUOROACYLCHROMENES WITH AROMATIC AMINES: SYNTHESIS OF PERFLUOROALKYLCHROMENE CARBALDEHYDES

Abstract
The reactions of 3-perfluoroacyl-4Н-chromenes and 2-perfluoroacyl-1Н-benzo[f]chromenes with primary aromatic amines resulted in pyran ring cleavage, which was initiated by an aza-Michael reaction. The obtained enamino ketones underwent rearrangements in the presence of superacids, giving 2-perfluoroalkyl-4Н-chromene-3-carbaldehydes and 3-perfluoroalkyl-1Н-benzo[f]chromene-2-carbaldehydes, respectively.
Keywords
chromene carbaldehyde, enamino ketone, 2-perfluoroacyl-1Н-benzo[f]chromene, 3-perfluoroacyl-4Н-chromene, aza-Michael reaction, rearrangement
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv