Facile synthesis of pyrrolo[2,1-a]isoquinolines by domino reaction of 1-aroyl-3,4-dihydroisoquinolines with conjugated ketones, nitroalkenes and nitriles

Abstract: A convenient protocol for the synthesis of 5,6-dihydropyrrolo[2,1-a]isoquinolines with various electron-withdrawing substituents at C-2 atom is described. This approach is based on the two-component domino reaction of 1-aroyl-3,4-dihydroisoquinolines with α,β-unsaturated ketones, nitroalkenes and acrylonitrile. Depending on the selected substrates, the reaction was performed in TFE under reflux or under microwave irradiation. Only for the two examples, a transition metal catalyst was used. Graphic abstract: [Figure not available: see fulltext.] © 2020, Springer Nature Switzerland AG.

Authors
Astakhov G.S. 1, 2 , Shigaev R.R. 1 , Borisova T.N. 1 , Ershova A.A. 1 , Titov A.A. 1 , Varlamov A.V. 1 , Voskressensky L.G. 1 , Matveeva M.D. 1
Journal
MOLECULAR DIVERSITY
Publisher
SPRINGER
Language
English
Status
Published
Link
External link
DOI
10.1007/s11030-020-10146-7
Year
2020
Organizations
  • 1 Department of Organic Chemistry, Peoples’ Friendship, University of Russia (RUDN University), Miklukho-Maklaya st 6, Moscow, 117198, Russian Federation
  • 2 Laboratory of Metal Hydrides (MHLab), A. N. Nesmeyanov Institute of Organoelement Compounds (INEOS), Russian Academy of Sciences, Vavilov St. 28, GSP-1, B-334, Moscow, 119991, Russian Federation
Keywords
Domino reaction; Nitriles; Nitroalkenes; Pyrroloisoquinolines; Unsaturated ketones
Date of creation
02.11.2020
Date of change
02.11.2020
Short link
https://repository.rudn.ru/en/records/article/record/65326/
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