Synthesis of azecino[5,4-b]indoles and indolo[3,2-e][2]benzazonines via tandem transformation of hydrogenated indoloquinolizines and indolizines

The reactions of partially hydrogenated indole-fused quinolizines and indolizines with activated alkynes in methanol, acetonitrile, and dichloromethane were studied. The reactions were shown to be accompanied by the cleavage of the bridging C-N bond. Azecino[5,4-b]-indole and indolo[3,2-e][2]benzazonine derivatives were synthesized. © 2012 Springer Science+Business Media New York.

Authors
Voskressensky L.G. 1 , Borisova T.N. 1 , Titov A.A. 1 , Listratova A.V. 1 , Kulikova L.N. 1 , Varlamov A.V. 1 , Khrustalev V.N.2 , Aleksandrov G.G. 3
Journal
Russian Chemical Bulletin
Number of issue
6
Language
English
Pages
1231-1241
Status
Published
Link
External link
DOI
10.1007/S11172-012-0167-6
Volume
61
Year
2012
Organizations
  • 1 Peoples' Friendship University of Russia, 6 ul. Miklukho-Maklaya, 117198 Moscow, Russian Federation
  • 2 A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991 Moscow, Russian Federation
  • 3 N. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31 Leninsky prosp, 119991 Moscow, Russian Federation
Keywords
alkynes; azecino[5,4-b]indoles; domino reactions; eburnamenine; hydrogenated indolizines and quinolizines; indolo[3,2-e][2]benzazonines
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