Synthesis and Structural Characterization of Pyrrole Heterocyclic Systems Bearing Amino Acid Units: Novel Pyrrol-3-ones, Pyrrolo[1,2-a][3,1]benzoxazines, and Pyrrolo[2,1-b][1,3]oxazoles

KOCA İ., SAÇMACI M., YILMAZ F., ÜNGÖREN Ş. H.

JOURNAL OF HETEROCYCLIC CHEMISTRY, vol.51, no.1, pp.212-218, 2014 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 51 Issue: 1
  • Publication Date: 2014
  • Doi Number: 10.1002/jhet.1509
  • Journal Name: JOURNAL OF HETEROCYCLIC CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Index Chemicus (IC)
  • Page Numbers: pp.212-218
  • Anadolu University Affiliated: Yes

Abstract

Furan-3-one derivatives 1 were converted into 2-hydroxy-pyrrole-3-ones 4 by reacting with various - and -amino acids. In contrast, the reaction of furan-3-ones and 1-aminocyclobutanecarboxylic acid afforded spiro-pyrrolo[2,1-b][1,3]oxazoles 5 via the pyrrole-3-one intermediate under the same reaction conditions. Some of 2-hydroxy-pyrrole-3-ones 3 derived from anthranilic acids were transformed to pyrrolo[1,2-a][3,1]benzoxazines via intramolecular esterification.