Microwave-assisted synthesis of α-aminophosphonates and related derivatives by the Kabachnik-Fields reaction

Ádám Tajti, Erika Bálint, György Keglevich

Research output: Contribution to journalArticle

Abstract

In this paper, the solvent- and catalyst-free synthesis of α-aminophosphonate derivatives is presented by the microwave-assisted Kabachnik-Fields reaction of amines, paraformaldehyde and P-reagents. Starting from >P(O)H compounds bearing different substituents on the phosphorus atom, P-chiral α-aminophosphonates and α-aminophosphinates were prepared, while using an optically active amine, the synthesis of C-chiral derivatives was elaborated. An optically active bisaminophosphine, obtained after double deoxygenation, was utilized as a chiral bidentate aminophosphine ligand in the synthesis of an optically active cyclic platinum complex. As an extension towards α-aminophosphonates containing a functionalizable group, N-hydroxyethyl-α-aminophosphonates were also prepared.

Original languageEnglish
Pages (from-to)379-381
Number of pages3
JournalPhosphorus, Sulfur and Silicon and the Related Elements
Volume194
Issue number4-6
DOIs
Publication statusPublished - May 27 2019

Keywords

  • Kabachnik-Fields reaction
  • N-hydroxyethyl-α-aminophosphonates
  • chiral α-aminophosphonates
  • microwave

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Inorganic Chemistry

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