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

Authors

  • Елена А. Никифорова Perm State National Research University, 15 Bukireva St., Perm 614990, Russia
  • Дмитрий П. Зверев Perm State National Research University, 15 Bukireva St., Perm 614990, Russia
  • Максим В. Дмитриев Perm State National Research University, 15 Bukireva St., Perm 614990, Russia
  • Сергей Н. Шуров Perm State National Research University, 15 Bukireva St., Perm 614990, Russia
  • Николай Ф. Кириллов Perm State National Research University, 15 Bukireva St., Perm 614990, Russia

DOI:

https://doi.org/10.1007/6001

Keywords:

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

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.

Author Biographies

Елена А. Никифорова, Perm State National Research University, 15 Bukireva St., Perm 614990, Russia

К.х.н., доцент кафедры органической химии

Дмитрий П. Зверев, Perm State National Research University, 15 Bukireva St., Perm 614990, Russia

Студент

Максим В. Дмитриев, Perm State National Research University, 15 Bukireva St., Perm 614990, Russia

Пермский государственный национальный исследовательский университет

Сергей Н. Шуров, Perm State National Research University, 15 Bukireva St., Perm 614990, Russia

Д.х.н., профессор кафедры органической химии

Николай Ф. Кириллов, Perm State National Research University, 15 Bukireva St., Perm 614990, Russia

К.х.н., профессор кафедры органической химии

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Published

2021-01-26

Issue

Vol. 57 No. 1 (2021)

Section

Short Communications