Kristály-átalakulási reakciók felhasználása pentaciklusos alkaloid analógok szintézisében

Translated title of the contribution: The use of crystal conversion reactions in the synthesis of pentacyclic alkaloid analogues

Research output: Contribution to journalArticle

Abstract

During investigation of substitution of debenzorutaecarpine derivatives thermal cyclization reactions was observed to produce new fused heterocyclic systems. The optimal temperature of cyclizations was determined by differential calorimetric measurements of crystals of intermediate products. The thermolysis of 2-azido-3-formil-debenzorutaecarpine gave, after elimination nitrogen, izooxazolo-debenzorutaecarpine in good yield. The cyclization of the 2-azido-3-nitroso-debenzorutaecarpine readily led to oxadiazolo E-ring analogue of rutaecarpine. The thermal cyclization of 2-hydroxy-debenzorutaecarpines gave 2-oxo- and 4-oxo-pyrano E-ring analogues of rutaecarpine. The structure of substances was confirmed by spectroscopic methods. The synthesised compounds are considered as first representatives of new heterocyclic ring systems.

Translated title of the contributionThe use of crystal conversion reactions in the synthesis of pentacyclic alkaloid analogues
Original languageHungarian
Pages (from-to)261-269
Number of pages9
JournalActa pharmaceutica Hungarica
Volume71
Issue number3
Publication statusPublished - Dec 1 2001

ASJC Scopus subject areas

  • Pharmaceutical Science

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