Chemistry of Heterocyclic Compounds

, Volume 8, Issue 4, pp 482–486 | Cite as

Aromatization reactions of some N-acyl-1,2-dihydroquinolines and isoquinolines

  • A. K. Sheinkman
  • A. K. Tokarev
  • A. N. Prilepskaya


The proton and hydride lability of the α-hydrogen atom in various α-substituted N-acyl-1,2-dihydroquinolines and N-acyl-1,2-dihydroisoquinolines was investigated. It was shown that splitting out of both a hydride ion and an α-substituent as carbanions is possible in the presence of strong electron-acceptor substituants in the α position under the influence of electrophilic agents. A new transhetarylation reaction consisting in the migration of the heterocyclic residue from one compound with a labile hydrogen atom to another was found.


Hydrogen Migration Organic Chemistry Hydrogen Atom Hydride 
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Copyright information

© Consultants Bureau 1974

Authors and Affiliations

  • A. K. Sheinkman
    • 1
  • A. K. Tokarev
    • 1
  • A. N. Prilepskaya
    • 1
  1. 1.Donetsk State UniversityUSSR

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