Russian Chemical Bulletin

, Volume 44, Issue 5, pp 890–896 | Cite as

Novel reaction of 1-aryl-2-bromodiazene 1-oxides with olefins. Synthesis of 1-aryl-2-(2-bromoalkyl)diazene 1-oxides

  • A. M. Churakov
  • A. Yu. Tyurin
  • E. L. Goncharova
  • S. L. Ioffe
  • Yu. A. Strelenko
  • V. A. Tartakovsky
Organic Chemistry

Abstract

The addition of 1-aryl-2-bromodiazene 1-oxides to olefins yields 1-aryl-2-(2-bromoalkyl)diazene 1-oxides (4). A radical mechanism of the reaction has been suggested. Compounds4 decompose to give bromohydrazones of formaldehyde and aldehydes. The structural factors that affect the rate of this process are discussed.

Key words

diazene oxides, olefins, bromohydrazones radicals, radical addition, cycloaddition 

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Copyright information

© Plenum Publishing Corporation 1995

Authors and Affiliations

  • A. M. Churakov
    • 1
  • A. Yu. Tyurin
    • 1
  • E. L. Goncharova
    • 1
  • S. L. Ioffe
    • 1
  • Yu. A. Strelenko
    • 1
  • V. A. Tartakovsky
    • 1
  1. 1.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussian Federation

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