REACTIONS OF 1-BENZOYL-2,4-DIPHENYL-2,3-DIHYDRO-1 H -1,5-BENZODIAZEPINE WITH ALICYCLIC REFORMATSKY REAGENTS

Елена А. Никифорова; Дмитрий П. Зверев; Максим В. Дмитриев; Сергей Н. Шуров; Николай Ф. Кириллов

doi:10.1007/6001

REACTIONS OF 1-BENZOYL-2,4-DIPHENYL-2,3-DIHYDRO-1H-1,5-BENZODIAZEPINE WITH ALICYCLIC REFORMATSKY REAGENTS

Елена А. Никифорова, Дмитрий П. Зверев, Максим В. Дмитриев, Сергей Н. Шуров, Николай Ф. Кириллов

Abstract

The reactions of 1-benzoyl-2,4-diphenyl-2,3-dihydro-1H-1,5-benzodiazepine with methyl 1-bromocycloalkanecarboxylates and zinc, followed by hydrolysis of the reaction mixtures, resulted in the formation of spiro-δ-lactams bearing a 2-(N-benzoylamino)phenyl substituent at the nitrogen atom. The product structures were confirmed by X-ray structural analysis, and a mechanism was proposed for the product formation.

Keywords

alicyclic Reformatsky reagents; 1,5-benzodiazepines; δ-lactams; methyl 1-bromocycloalkanecarboxylate; spiranes; Reformatsky reaction.

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Supplementary File(s): Supplementary information (1MB)

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

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