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Russian Journal of Organic Chemistry

, Volume 54, Issue 11, pp 1702–1709 | Cite as

Alkylation of 3-Trifluoromethyl-1,2-dihydroquinoxalin-2-one

  • A. E. Ivanova
  • Ya. V. Burgart
  • M. G. Pervova
  • S. S. Borisevich
  • S. L. Khursan
  • V. I. SaloutinEmail author
Article
  • 3 Downloads

Abstract

O and N centers of 3-trifluoromethyl-1,2-dihydroquinoxalin-2-one anion shows in reactions with haloalkanes an ambident nucleophilic character. The chemoselectivity of the reaction depends on the alkylating agent: the methylation of 3-trifluoromethyl-1,2-dihydroquinoxalin-2-one in acetonitrile in the presence of K2CO3 yields only an N-methyl isomer whereas under the same conditions in the reaction with (4-bromobutyl)-acetate О- and N-alkylations are competing.

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Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • A. E. Ivanova
    • 1
  • Ya. V. Burgart
    • 1
  • M. G. Pervova
    • 1
  • S. S. Borisevich
    • 2
  • S. L. Khursan
    • 2
  • V. I. Saloutin
    • 1
    Email author
  1. 1.Postovskii Institute of Organic Synthesis, Ural branchRussian Academy of SciencesYekaterinburgRussia
  2. 2.Ufa Institute of ChemistryRussian Academy of SciencesUfa, BashkortostanRussia

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