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Peer-reviewedCC BYOrganic letters

Preparation of Alkyl N-Alkylphosphonamidates by the Microwave-Assisted Selective Monoaminolysis of Dialkyl Phosphites.

  • Zsuzsanna Szalai1
  • Anna Sára Kis1
  • Péter Keglevich1
  • György Keglevich1
  1. 1Department of Organic Chemistry and Technology, Faculty of Chemical Technology and Biotechnology, Budapest University of Technology and Economics, Műegyetem rkp. 3, 1111Budapest, Hungary.
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Abstract

The title compounds, (RO)(NHR')P(O)H, were synthesized earlier from P-chloro intermediates by substitutions or from dialkyl phosphites by reaction with organometallic reagents. Instead of these not clear-cut and not efficient transformations, a green, solvent- and catalyst-free synthesis of alkyl phosphonamidates has been developed by the microwave-assisted aminolysis of dialkyl phosphites. The monosubstitution was fully selective. Under more forcing conditions, an interesting side reaction was observed. The resulting products may be valuable reagents to prepare α-hydroxy- and α-aminophosphonic derivatives.

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Cite

BibTeXRIS
BibTeX
@article{szalai2026preparation,
  title = {{Preparation of Alkyl N-Alkylphosphonamidates by the Microwave-Assisted Selective Monoaminolysis of Dialkyl Phosphites.}},
  author = {Zsuzsanna Szalai and Anna Sára Kis and Péter Keglevich and György Keglevich},
  journal = {Organic letters},
  year = {2026},
  month = sep,
  doi = {10.1021/acs.orglett.6c03484},
  url = {https://europepmc.org/article/MED/42918090},
  note = {CC BY},
}
RIS
TY  - JOUR
TI  - Preparation of Alkyl N-Alkylphosphonamidates by the Microwave-Assisted Selective Monoaminolysis of Dialkyl Phosphites.
AU  - Zsuzsanna Szalai
AU  - Anna Sára Kis
AU  - Péter Keglevich
AU  - György Keglevich
PY  - 2026
DA  - 2026/09/01
JO  - Organic letters
DO  - 10.1021/acs.orglett.6c03484
UR  - https://europepmc.org/article/MED/42918090
AB  - The title compounds, (RO)(NHR')P(O)H, were synthesized earlier from P-chloro intermediates by substitutions or from dialkyl phosphites by reaction with organometallic reagents. Instead of these not clear-cut and not efficient transformations, a green, solvent- and catalyst-free synthesis of alkyl phosphonamidates has been developed by the microwave-assisted aminolysis of dialkyl phosphites. The monosubstitution was fully selective. Under more forcing conditions, an interesting side reaction was observed. The resulting products may be valuable reagents to prepare α-hydroxy- and α-aminophosphonic derivatives.
SN  - 1523-7060
SN  - 1523-7052
ER  -