Advertisement

Russian Journal of General Chemistry

, Volume 75, Issue 12, pp 1935–1938 | Cite as

Reactions of Zinc Enolates Formed from 1-Aryl-2-bromo-2-phenylethanone or 2-Bromoindanone and Zinc, with Dimethyl 2-(1-Arylmethylene)malonates

  • V. V. Shchepin
  • A. E. Korzun
  • M. I. Vakhrin
  • S. N. Shurov
  • P. S. Silaichev
  • M. A. Ezhikova
  • M. I. Kodess
Article
  • 27 Downloads

Abstract

Zinc enolates formed from 1-aryl-2-bromo-2-phenylethanones and zinc react with dimethyl 2-(1-arylmethylene)malonates to afford dimethyl 2-(1,3-diaryl-3-oxo-2-phenylpropyl)malonates. The latter react with cyclohexylamine, piperidine, or morpholine to give the corresponding monosubstituted amides. The zinc enolate derived from 2-bromoindanone and zinc reacts with dimethyl 2-(4-bromobenzylidene)malonate, yielding dimethyl 2-[(4-bromophenyl)(1-oxoindan-2-yl)methyl]malonate. The final products largely form as a single diastereomer.

Keywords

Methyl Zinc Amide Dimethyl Piperidine 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

REFERENCES

  1. 1.
    Fahmy, A.F., Mohamed, M.M., Arify, A.A., El Kady, M.Y., and El Hashash, M.A., Rev. Roum. Chim., 1980, vol. 25, no.1, p. 125.Google Scholar

Copyright information

© MAIK "Nauka/Interperiodica" 2005

Authors and Affiliations

  • V. V. Shchepin
    • 1
  • A. E. Korzun
    • 1
  • M. I. Vakhrin
    • 1
  • S. N. Shurov
    • 1
  • P. S. Silaichev
    • 1
  • M. A. Ezhikova
    • 2
  • M. I. Kodess
    • 2
  1. 1.Perm State UniversityPermRussia
  2. 2.Institute of Organic Synthesis, Ural BranchRussian Academy of SciencesYekaterinburgRussia

Personalised recommendations