INTERACTION OF α,β-UNSATURATED KETONES OF THE ADAMANTANE SERIES WITH N,N'-BINUCLEOPHILES

Authors

  • А. А. Пименов Samara State Technical University, Samara 443010
  • Н. В. Макарова Samara State Technical University, Samara 443010
  • И. К. Моисеев Samara State Technical University, Samara 443010
  • М. Н. Земцова Samara State Technical University, Samara 443010

Keywords:

hydrazones, α,β-enones, ureas, α,β-unsaturated ketones, pyrazolines, semicarbazones, thioureas, thiosemicarbazones, addition

Abstract

The influence has been established of the structure of the initial ketone, the reactants, and the reaction conditions on the direction of the interaction of α,β-unsaturated ketones of the adamantane series with hydrazine, phenylhydrazine, semicarbazide, thiosemicarbazide, urea, and thiourea. It was found that on interaction with hydrazine and phenylhydrazine both intermediate hydrazones and the final cyclization products, pyrazolines, were formed. Reaction with semicarbazide and thiosemicarbazide leads only to the synthesis of derivatives at the carbonyl group, semicarbazones and thiosemicarbazones, but with urea and thiourea leads to products of addition at the double bond.

How to Cite
Pimenov, A. A.; Makarova, N. V.; Moiseev, I. K.; Zemtsova, M. N. Chem. Heterocycl. Compd. 2004, 40, 575. [Khim. Geterotsikl. Soedin. 2004, 685.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000037312.60476.60

Published

2004-05-25

Issue

Section

Original Papers