Domino reactions of vinyl ethynyl ketones with 1-aryl-3,4-dihydroisoquinolines — Search for selectivity

We report an efficient domino reaction for synthesizing new pyrrolo[2,1-a]isoquinolines from 1-aryl-3,4-dihydroisoquinolines and vinyl ethynyl ketones. We also address the chemical selectivity of vinyl ethynyl ketones; i.e., adduct formation by the double or triple bond. The reaction outcome depends on the solvent, temperature, microwave irradiation, and catalyst. Donor substituents in the initial isoquinolines provide a regioselective addition to double or triple bonds. © 2018 Elsevier B.V.

Authors
Matveeva M. 1 , Golovanov A. 2 , Borisova T. 1 , Titov A. 1 , Varlamov A. 1 , Shaabani A.3 , Obydennik A. 1 , Voskressensky L. 1
Journal
Molecular Catalysis
Publisher
Elsevier B.V.
Language
English
Pages
67-72
Status
Published
Link
External link
DOI
10.1016/j.mcat.2018.09.020
Volume
461
Year
2018
Organizations
  • 1 Department of Organic Chemistry, Peoples’ Friendship University of Russia (RUDN University), 6, Mikluho-Maklaya St., Moscow, 117198, Russian Federation
  • 2 Department of Chemistry and Chemical Technologies, Togliatti State University, 14, Belorusskaya St., Togliatti, 445020, Russian Federation
  • 3 Department of Chemistry, Shahid Beheshti University, G.C., P. O. Box: 19396-4716, Tehran, 1983969411, Iran
Keywords
Domino reaction vinyl; Ethynyl ketones; Microwave chemistry; Nanocatalyst; Pyrrolo [2,1-a]isoquinolines
Date of creation
04.02.2019
Date of change
01.08.2022
Short link
https://repository.rudn.ru/en/records/article/record/36218/
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