A CONVENIENT APPROACH TO THE SYNTHESIS OF 1-HALOMETHYL-SUBSTITUTED 2,4,5,6-TETRAHYDRO-1<i>H</i>-IMIDAZO[1,2-<i>a</i>][1]BENZAZEPINES

Authors

  • Иванна Ю. Данилюк Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine
  • Валентина С. Толмачева National Pedagogical Dragomanov University, 9 Pirogova St., Kyiv 01601, Ukraine
  • Эдуард Б. Русанов Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine
  • Михаил В. Вовк Institute of Organic Chemistry, National Academy of Sciences of Ukraine, 5 Murmanska St., Kyiv 02094, Ukraine

DOI:

https://doi.org/10.1007/6431

Keywords:

N-allyl-4, 5-dihydro-3H-1-benzazepin-2-amines, benzazepines, 1-(halomethyl)-2, 4, 5, 6-tetrahydro-1H-imidazo[1, 2-a][1]benzazepines, 2-methoxy-4, 5-dihydro-3H-1-benzazepinones, electrophilic cyclization.

Abstract

Intramolecular halocyclization of N-allyl-4,5-dihydro-3H-1-benzazepin-2-amines, obtained by consecutive methylation and allylamination of benzazepin-2-ones, by the action of N-iodo(bromo)succinimide in acetonitrile at room temperature lead to the formation 1-(iodo(bromo)methyl)-2,4,5,6-tetrahydro-1H-imidazo[1,2-a][1]benzazepines in high yields.

 

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Published

2021-12-14

Issue

Vol. 57 No. 12 (2021)

Section

Original Papers