Chemistry of Heterocyclic Compounds

, Volume 5, Issue 6, pp 749–751 | Cite as

Indole derivatives

XLV. A new case of halogen migration in the Fischer reaction
  • L. M. Morozovskaya
  • O. B. Ogareva
  • N. N. Suvorov
Article

Abstract

In the Fischer cyclization of the 3-(2′-bromo-5′-phenylhydrazone) of piperidine-2,3-dione, two isomeric carbolines were isolated-8-bromo-5-methoxy-1-oxo-1,2,3,4-tetrahydro-β-carboline and 6-bromo-7-methoxy-1-oxo-1,2,3,4-tetrahydro-β-carboline. The formation of the latter shows that cyclization is accompanied by the migration of the bromine.

Keywords

Migration Organic Chemistry Indole Dione Bromine 

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Copyright information

© Consultants Bureau 1972

Authors and Affiliations

  • L. M. Morozovskaya
    • 1
  • O. B. Ogareva
    • 1
  • N. N. Suvorov
    • 1
  1. 1.Ordzhonikidze All-Union Chemical and Pharmaceutical Scientific-Research InstituteMoscow

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