REACTIONS OF PERFLUOROACYLCHROMENES WITH AROMATIC AMINES: SYNTHESIS OF PERFLUOROALKYLCHROMENE CARBALDEHYDES

Дмитрий В. Осипов; Ирина В. Мельникова; Кирилл С. Корженко; Виталий А. Осянин; Юрий Н. Климочкин

doi:10.1007/5610

REACTIONS OF PERFLUOROACYLCHROMENES WITH AROMATIC AMINES: SYNTHESIS OF PERFLUOROALKYLCHROMENE CARBALDEHYDES

Дмитрий В. Осипов, Ирина В. Мельникова, Кирилл С. Корженко, Виталий А. Осянин, Юрий Н. Климочкин

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

Full Text: PDF (Russian) Open Access

Supplementary File(s): None

Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv

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