Synthesis of pentacyclic ring systems, indolo[2,3-a][1,2]-oxazino[5,6-i]quinolizine and indolo[2,3-a]pyrano[3,2-i]-quinolizine, and their application for the synthesis of eburnamine-vincamine alkaloids

András Nemes, János Kreidl, László Czibula, Katalin Nógrádi, Mária Farkas, Csaba Szántay, Gábor Tárkányi, Gábor Balogh, Ida Juhász, Alajos Kálmán, László Párkányi

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

15a-Ethyl-14-carboxylic esters of the title pentacycles (6) and (8) were prepared via Wenkert's enamine (4). Both compounds can be readily transformed into indoloquinolizinylpyruvate oxime esters (5), key intermediates for the synthesis of vincamine alkaloids. The ring/chain equilibrium observed for compounds (6) and (8) was studied by UV and NMR spectroscopic methods.

Original languageEnglish
Pages (from-to)1697-1711
Number of pages15
JournalHeterocycles
Volume53
Issue number8
DOIs
Publication statusPublished - Aug 1 2000

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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