TRANSFORMATION OF 4-SUBSTITUTED TETRAHYDROPYRROLOBENZODIAZEPINES IN A THREE-COMPONENT REACTION WITH METHYL PROPIOLATE AND INDOLE

Authors

  • Л. Г. Воскресенский Peoples' Friendship University of Russia
  • Т. Н. Борисова Peoples' Friendship University of Russia
  • М. И. Бабаханова Peoples' Friendship University of Russia
  • А. А. Титов Peoples' Friendship University of Russia
  • Т. М. Червякова Peoples' Friendship University of Russia
  • Р. А. Новиков N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • А. В. Бутин Perm State National Research University
  • В. Н. Хрусталев A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences
  • А. В. Варламов Peoples' Friendship University of Russia

DOI:

https://doi.org/10.1007/1017

Keywords:

pyrrolylindoles, tetrahydropyrrolo[1, 2-a][1, 4]benzodiazepines, domino reactions, multi-component reaction, opening of the diazepine ring

Abstract

The three-component reaction of 4-phenyl-, p-methoxyphenyl-, and thienylpyrrolo[1,2-a][1,4]benzodiazepines with methyl propiolate and indole in dichloromethane proceeds through opening of the diazepine ring. The major transformation products isolated are substituted pyrroles, namely, 1‑(2‑aminomethylphenyl)-5-(arylmethyl)-2-(indol-1(3)-yl)pyrroles and 1-(2-aminomethylphenyl)-2-aryl-(indol-3‑yl)-methylpyrroles.

How to Cite
Voskressensky, L. G.; Borisova, T. N.; Babakhanova, M. I.; Titov, A. A.; Chervyakova, T. M.; Novikov, R. A.; Butin, A. V.; Khrustalev, V. N.; Varlamov, A. V. Chem. Heterocycl. Compd. 2014, 49, 1785. [Khim. Geterotsikl. Soedin. 2013, 1925.]

For this article in the English edition see DOI 10.1007/s10593-014-1431-5

Author Biography

Л. Г. Воскресенский, Peoples' Friendship University of Russia

Organic Chemistry Department, professor

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Published

2013-12-17

Issue

No. 12 (2013)

Section

Original Papers