CONVERSION OF COUMARINS ACCOMPANIED BY OPENING AND RECYCLIZATION OF THE LACTONE RING. 1. STUDY OF THE REACTION OF 3-ETHOXYCARBONYL(3-ACYL)COUMARINS WITH CYANOACETYLHYDRAZINE AND ITS DERIVATIVES

Authors

  • М. П. Немерюк D. I. Mendeleev Chemical Technological University, Moscow 125047
  • В. Д. Димитрова D. I. Mendeleev Chemical Technological University, Moscow 125047
  • О. С. Анисимова Center for Drug Chemistry/All-Russian Scientific Research Pharmaceutical Chemistry Institute, Moscow 119815
  • А. Л. Седов Center for Drug Chemistry/All-Russian Scientific Research Pharmaceutical Chemistry Institute, Moscow 119815
  • Н. П. Соловьева Center for Drug Chemistry/All-Russian Scientific Research Pharmaceutical Chemistry Institute, Moscow 119815
  • В. Ф. Травень D. I. Mendeleev Chemical Technological University, Moscow 125047

Keywords:

cyanoacetylhydrazine derivatives, 3-ethoxycarbonyl(acyl)coumarins, mass spectrometry, Michael reaction, recyclization of coumarin lactone rings

Abstract

A stepwise sequence for the interaction of 3-ethoxycarbonyl(acyl)coumarins with cyanoacetylhydrazine, its N-acetyl and N-isopropylidene derivatives, leading to the formation of 3-cyanocoumarins, is proposed and demonstrated. It was established that the 3-cyanocoumarins formed are also able to participate in further conversions by a type of Michael reaction.

How to Cite
Nemeryuk, M. P.; Dimitrova, V. D.; Anisimova, O. S.; Sedov, A. L.; Solov'eva, N. P.; Traven, V. F. Chem. Heterocycl. Compd. 2003, 39, 1454. [Khim. Geterotsikl. Soedin. 2003, 1652.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000014410.73636.dd

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Published

2003-11-25

Issue

No. 11 (2003)

Section

Original Papers