Synthesis and Chemical Properties of 3-Phosphono-coumarins and 1,2-Benzoxaphosphorins as Precursors for Bioactive Compounds

Molecules. 2019 May 28;24(11):2030. doi: 10.3390/molecules24112030.

Abstract

Coumarins are an important class of natural heterocyclic compounds that have attracted considerable synthetic and pharmacological interest due to their various biological activities. This review emphasizes on the synthetic methods for the preparation of dialkyl 2-oxo-2H-1-benzo- pyran-3-phosphonates and alkyl 1,2-benzoxaphosphorin-3-carboxylates. Their chemical properties as acceptors in conjugate addition reactions, [2+2] and [3+2] cycloaddition reactions are discussed.

Keywords: 1,2-bezoxaphosphorines; 1,2-bezoxaphosphorines-3-phosphonic acid; 1,2-phosphorinines; 2-oxo-2H-1-benzopyrans; 2-oxo-2H-chromenes; [2+2] cycloaddition; [3+2] cycloaddition; conjugate addition; coumarins.

Publication types

  • Review

MeSH terms

  • Benzopyrans / chemical synthesis
  • Benzopyrans / chemistry
  • Coumarins / chemical synthesis*
  • Coumarins / chemistry*
  • Models, Molecular
  • Pharmaceutical Preparations / chemical synthesis
  • Pharmaceutical Preparations / chemistry

Substances

  • Benzopyrans
  • Coumarins
  • Pharmaceutical Preparations