Russian Journal of Organic Chemistry

, Volume 43, Issue 11, pp 1622–1627 | Cite as

Reactions of 1-aryl-2-bromo-3,4,4-trichlorobut-3-en-1-ones with some nucleophilic reagents

Article

Abstract

Reactions of 2-bromo-1-phenyl- and 2-bromo-1-(4-methylphenyl)-3,4,4-trichlorobut-3-en-1-ones with morpholine and diethylamine are accompanied by prototropic allylic rearrangement, leading to 3-amino-1-aryl-2-bromo-4,4-dichlorobut-2-en-1-ones as mixtures of E and Z isomers. The title compounds react with hydrazine, hydroxylamine, and thiourea to give the corresponding 5-aroyl-4-methoxypyrazoles, 3-aryl-5-hydroxyiminomethyl-4-methoxyisoxazoles, and 2-amino-4-aryl-5-trichlorovinylthiazoles.

Keywords

Isoxazoles Aminothiazole Anhydrous Diethyl Ether Sodium Hydrogen Carbonate Amino Ketone 

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Copyright information

© Pleiades Publishing, Ltd. 2007

Authors and Affiliations

  • V. I. Potkin
    • 1
  • S. K. Petkevich
    • 1
  • P. V. Kurman
    • 1
  1. 1.Institute of Physical Organic ChemistryNational Academy of Sciences of BelarusMinskBelarus

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