Chemistry of Heterocyclic Compounds

, Volume 12, Issue 5, pp 541–546 | Cite as

Reactions of 1, 5-diketones. XX. Semicyclic 1, 5-diketones in the fischer reaction

  • T. V. Moskovkina
  • M. N. Tilichenko


Monophenylhydrazones involving both the phenacyl carbonyl group and the ring carbonyl group are formed as intermediates in the reaction of semicyclic 1, 5-diketones of the 2-(phenacylobenzyl) cyclohexanone type with phenylhydrazine in acid media. The former undergo subsequent conversion to the corresponding substituted indoles, whereas the latter are converted to substituted 1H-2, 3, 3a, 4-tetrahydropyrido [3, 2, l-j, k] carbazoles; in addition, the corresponding 5, 6, 7, 8-tetrahydroquinoline derivatives are also partially formed.


Organic Chemistry Carbonyl Indole Carbonyl Group Acid Medium 
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Copyright information

© Plenum Publishing Corporation 1977

Authors and Affiliations

  • T. V. Moskovkina
    • 1
  • M. N. Tilichenko
    • 1
  1. 1.Far-Eastern State UniversityVladivostok

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