PYRROLOCOUMARINS. 1. SYNTHESIS AND SPECTROSCOPIC INVESTIGATION OF 7-OXO- AND 1,2,7-TRIOXO-1,2-DIHYDROPYRANO[3,2-<i>e</i>]INDOLE AND THEIR DERIVATIVES

Authors

  • Т. Е. Хоштария Department for the Technology of Organic Substances, Georgian Technical University, Tbilisi 380075
  • Л. Н. Курковская Department for the Technology of Organic Substances, Georgian Technical University, Tbilisi 380075
  • Л. Т. Бочоидзе Department for the Technology of Organic Substances, Georgian Technical University, Tbilisi 380075
  • К. Т. Бацикадзе Department for the Technology of Organic Substances, Georgian Technical University, Tbilisi 380075
  • Н. Т. Мирзиашвили Department for the Technology of Organic Substances, Georgian Technical University, Tbilisi 380075
  • И. Г. Абесадзе Department for the Technology of Organic Substances, Georgian Technical University, Tbilisi 380075
  • М. И. Сихарулидзе Department for the Technology of Organic Substances, Georgian Technical University, Tbilisi 380075
  • В. Г. Турабелидзе Department for the Technology of Organic Substances, Georgian Technical University, Tbilisi 380075
  • В. О. Ананиашвили Department for the Technology of Organic Substances, Georgian Technical University, Tbilisi 380075
  • Т. О. Джаши Department for the Technology of Organic Substances, Georgian Technical University, Tbilisi 380075
  • М. Г. Маисурадзе Department for the Technology of Organic Substances, Georgian Technical University, Tbilisi 380075

DOI:

https://doi.org/10.1007/8375

Keywords:

6-(isonitrosoacetamido)coumarin, 7-oxo-1, 2-dihydropyrano[3, 2-e]indole, Sandmeyer reaction, Fischer reaction, syn-Z- and anti-E-forms of pyruvate ester 6-coumarinylhydrazones, 1, 2, 7-trioxo-1, 2-e]indole cyclization

Abstract

A preparative route is proposed for the synthesis of the novel heterocyclic systems 7-oxo- and 1,2,7-trioxo-1,2-dihydropyrano[3,2-e]indole using classical Fischer and Sandmeyer methods respectively. We have studied various conditions for cyclization of the starting coumarin 6-isonitrosoacetamide and the methyl or ethyl pyruvate 6-coumarinylhydrazones. The syn- and anti-
form ratio of the latter and the structure of all  of the synthesized compounds were determined using spectroscopic data analysis.

How to Cite
Khoshtariya, T. E.; Kurkovskaya, L. N.; Bochoidze, L. T.; Batsikadze, K. T.;  Mirziashvili, N. T.; Abesadze, I. G.; Sikharulidze, M. I.; Turabelidze, V. G.; Ananiashvili, V. O.; Dzhashi, T. O.; Maisuradze, M. G. Chem. Heterocycl. Compd. 2005, 41, 208. [Khim. Geterotsikl. Soedin. 2005, 238.]

For this article in the English edition, see DOI 10.1007/s10593-005-0129-0


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Published

2023-12-01

Issue

No. 2 (2005)

Section

Original Papers