The synthesis of 1-aminoalkylphosphonic acids. A revised mechanism of the reaction of phosphorus trichloride, amides and aldehydes or ketones in acetic acid (Oleksyszyn reaction)

@inproceedings{Soroka1990TheSO,
  title={The synthesis of 1-aminoalkylphosphonic acids. A revised mechanism of the reaction of phosphorus trichloride, amides and aldehydes or ketones in acetic acid (Oleksyszyn reaction)},
  author={Miroslaw Soroka},
  year={1990}
}
The mechanism of the amidoalkylation of trivalent phosphorus compounds in acetic acid has been reinvestigated. Evidence is presented that 1-(acylamino)alkyl acetates 5 and not N,N′-alkylidenebisamides 2 are the intermediates in this reaction. Supporting literature analogies are discussed. This paper also describes a convenient procedure for the preparation of crude (acylamino)alkyl alkanoates 5, which are excellent amidoalkylating agents. The usefulness of these reagents is demonstrated by a… CONTINUE READING