Synthesis of 1-tetrazolyl-substituted 2,3,4,9-tetrahydro-1H-β-carbolines and their transformations involving activated alkynes

[Figure not available: see fulltext.] 1-Tetrazolyl-substituted tetrahydro-β-carbolines undergo a reaction with activated alkynes (acetylacetylene, methyl propiolate, and dimethyl acetylenedicarboxylate) over 4–8 days in MeOH or 1 day in CF3CH2OH with the formation of multicomponent mixtures, from which spiro[indole-3,4'-pyridines] were isolated chromatographically. Additionally, two azocino[5,4-b]indoles were isolated from methyl propiolate and acetylacetylene reactions. © 2017, Springer Science+Business Media, LLC.

Authors
Vosskresensky L.G. 1 , Titov A.A. 1 , Samavati R. 1 , Kobzev M.S. 1 , Dorovatovskii P.V.2 , Khrustalev V.N. 1, 3 , Hong H.C.4 , Thi T.A.D.4 , Van T.N.4 , Sorokina E.A. 1 , 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
5
Language
English
Pages
575-581
Status
Published
Link
External link
DOI
10.1007/S10593-017-2094-9
Volume
53
Year
2017
Organizations
  • 1 Peoples’ Friendship University of Russia, 6 Miklukho-Maklaya St, Moscow, 117198, Russian Federation
  • 2 National Research Center “Kurchatov Institute”, 1 Akademika Kurchatova Sq, Moscow, 123182, Russian Federation
  • 3 A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 Vavilov St, Moscow, 119991, Russian Federation
  • 4 Institute of Chemistry of Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Cau Giay, Hanoi, Viet Nam
Keywords
acetylacetylene; azocinoindoles; dimethyl acetylenedicarboxylate; methyl propiolate; spiro[indole-3,4'-pyridines]; tetrazolylsubstituted tetrahydro-β-carbolines
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