Russian Journal of Organic Chemistry

, Volume 45, Issue 12, pp 1843–1846 | Cite as

Retropinacol rearrangement in the synthesis of 3,3,4-trimethyl-3,4-dihydroisoquinoline derivatives



Three-component condensation of veratrole with pivalaldehyde and nitriles (ethyl cyanoacetate, cyanoacetamide, and benzonitrile) in concentrated sulfuric acid leads to the formation of 1-substituted 6,7-dimethoxy-3,3,4-trimethyl-3,4-dihydroisoquinolines.


Benzonitrile Ethyl Cyano Ethyl Cyanoacetate Isobutyraldehyde Cyanoacetamide 
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Copyright information

© Pleiades Publishing, Ltd. 2009

Authors and Affiliations

  • Yu. V. Shklyaev
    • 1
  • M. Yu. Gilev
    • 1
  • O. A. Maiorova
    • 1
  1. 1.Institute of Technical Chemistry, Ural DivisionRussian Academy of SciencesPermRussia

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