Efficient synthesis of isoxazolidine-substituted bisphosphonates by 1,3-dipolar cycloaddition reactions

O. Bortolini, I. Mulani, A. De Nino, L. Maiuolo, M. Nardi, B. Russo, S. Avnet

Research output: Contribution to journalArticle

Abstract

Several bisphosphonates bearing a substituted isoxazolidine ring have been synthesized in good yield by direct 1,3-dipolar cyclization reaction, under microwaves catalysis, in the absence of solvent. The method allows the simultaneous incorporation, on the geminal position of the bisphosphonate framework, of a basic nitrogen and of an oxygen atom, as third hook. Hydrophobicity-hydrophilicity of BPs is discussed with the help of distribution coefficients.

Original languageEnglish
Pages (from-to)5635-5641
Number of pages7
JournalTetrahedron
Volume67
Issue number31
DOIs
Publication statusPublished - Aug 5 2011

Keywords

  • 1,3-Dipolar cycloadditions
  • Isoxazolidine bisphosphonates
  • Microwaves catalysis

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

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