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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
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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

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