Transformation of 4-substituted tetrahydro-pyrrolobenzodiazepines in a three-component reaction with methyl propiolate and indole

The three-component reaction of 4-phenyl-, p-methoxyphenyl-, and thienylpyrrolo[1,2-a][1,4]benzo-diazepines 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. © 2014 Springer Science+Business Media New York.

Authors
Voskressensky L.G. 1 , Borisova T.N. 1 , Babakhanova M.I. 1 , Titov A.A. 1 , Chervyakova T.M. 1 , Novikov R.A.2 , Butin A.V.3 , Khrustalev V.N. 4 , Varlamov A.V. 1
Journal
Chemistry of Heterocyclic Compounds
Publisher
Латвийский институт органического синтеза Латвийской академии наук / Springer New York Consultants Bureau
Number of issue
12
Language
English
Pages
1785-1794
Status
Published
Link
External link
DOI
10.1007/S10593-014-1431-5
Volume
49
Year
2014
Organizations
  • 1 Peoples' Friendship University of Russia, 6 Miklukho-Maklaya St., Moscow 117198, Russian Federation
  • 2 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow 119991, Russian Federation
  • 3 Perm State National Research University, 15 Bukirev St., Perm 614990, Russian Federation
  • 4 A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilova St., Moscow 119991, Russian Federation
Keywords
domino reactions; multi-component reaction; opening of the diazepine ring; pyrrolylindoles; tetrahydropyrrolo[1,2-a][1,4]benzodiazepines
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