Simple and condensed β-lactams, part 31. Acid catalyzed ring closures and ring transformations of some 3-aryloxy-4-oxoazetidine-2-carbaldehydes

Ferenc Bertha, József Fetter, Mária Kajtár-Peredy, Károly Lempert, Gabor Czira

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Carbaldehydes 1a and 1b, when treated with Lewis or Bronsted acids in non-aromatic solvents or in nitrobenzene afford dihydrochromeno[3,2-b]azet- 2(1H)-ones of types 4-6 and 10. In toluene, chloro- and fluoro-benzene related compounds of types 7-9 were obtained, in the last named two solvents accompanied by pyrrolidin-2-one derivatives 11-15.

Original languageEnglish
Pages (from-to)15227-15242
Number of pages16
JournalTetrahedron
Volume54
Issue number50
DOIs
Publication statusPublished - Dec 10 1998

Keywords

  • Azetidinones
  • Chromenes
  • Diastereoselection
  • Ring transformations

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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