The synthesis and chemistry of formylphosphonate

J Cairns*, C Dunne, TS Franczyk, R Hamilton, C Hardacre, MK Stern, A Treacy, BJ Walker

*Corresponding author for this work

Research output: Contribution to journalArticle

5 Citations (Scopus)

Abstract

New methods of synthesis and reactions of formylphosphonate have been investigated. Attempts to deprotect the corresponding diethyl acetal with Ti-IV halides led instead to the formation of halo(ethoxy)methylphosphonates which undergo substitution reactions with a wide range of nucleophiles. The products of reactions of formylphosphonate with bifunctional nucleophiles are determined in most cases by Baldwin's Roles, while the imines derived from formylphosphonate undergo Diels-Alder reactions only in those cases which carry a strongly electron-withdrawing N-substituent.

Original languageEnglish
Pages (from-to)385-388
Number of pages4
JournalPhosphorus sulfur and silicon and the related elements
Volume146
Publication statusPublished - 1999
EventXIVth International Conference on Phosphorus Chemistry (XIVth-ICPC) - CINCINNATI, United States
Duration: 12 Jul 199817 Jul 1998

Keywords

  • hetero Diels-Alder
  • formylphosphonate

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