SYNTHESIS AND REACTIONS OF 4-OXIRANYLMETHYLFURO[3,2-<i>b</i>]PYRROLES AND THEIR BENZO DERIVATIVES

Authors

  • A. Krutošíková Department of Chemistry, Faculty of Natural Sciences, University of St. Cyril and Methodius, SK-917 01 Trnava
  • L. Kryštofová-Labudová Department of Chemistry, Faculty of Natural Sciences, University of St. Cyril and Methodius, SK-917 01 Trnava
  • M. Dandárová Department of Chemistry, Faculty of Natural Sciences, University of St. Cyril and Methodius, SK-917 01 Trnava

Keywords:

benzo[4,5]furo[3,2-b]pyrroles, furo[3,2-b]pyrroles, furo[2',3':4,5]pyrrolo[2,1-c][1,4]oxazines, oxirane ring opening

Abstract

Methyl 4-oxiranylmethyl-4H-furo[3,2-b]pyrrole-5-carboxylates 2a–c and me-thyl 1-oxiranylmethyl-1H-benzo[4,5]furo[3,2-b]pyrrole-2-carboxylate (2d) were prepared by reaction of the appropriate starting compounds 1a–d with the excess chloromethyloxirane. The compounds 2a–d undergo the oxirane ring opening by heterocyclic amines (morpholine, pyrrolidine, piperidine or 4-methylpiperazine) giving N-2-hydroxy-3-heteroaminopropyl-substituted compounds 3a–f or substi-tuted 4,5-dihydrofuro[2',3':4,5]pyrrolo[2,1-c][1,4]oxazin-8-ones 4a–e.

How to Cite
Krutošíková, A.; Kryštofová-Labudová, L.; Dandárová, M. Chem. Heterocycl. Compd. 2001, 37, 1511. [Khim. Geterotsikl. Soedin. 2001, 1664.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1014557226260

Downloads

Published

2001-12-25

Issue

No. 12 (2001)

Section

Original Papers