Beilstein Journal of Organic Chemistry (Jul 2016)

Microwave-assisted synthesis of (aminomethylene)bisphosphine oxides and (aminomethylene)bisphosphonates by a three-component condensation

  • Erika Bálint,
  • Ádám Tajti,
  • Anna Dzielak,
  • Gerhard Hägele,
  • György Keglevich

DOI
https://doi.org/10.3762/bjoc.12.146
Journal volume & issue
Vol. 12, no. 1
pp. 1493 – 1502

Abstract

Read online

A practical method was elaborated for the synthesis of (aminomethylene)bisphosphine oxides comprising the catalyst- and solvent-free microwave-assisted three-component condensation of primary amines, triethyl orthoformate and two equivalents of diphenylphosphine oxide. The method is also suitable for the preparation of (aminomethylene)bisphosphonates using (MeO)2P(O)H/(MeO)3CH or (EtO)2P(O)H/(EtO)3CH reactant pairs and even secondary amines. Several intermediates referring to the reaction mechanism together with a few by-products could also be identified.

Keywords