Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 13, Issue -, Pages 76-86Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.13.10
Keywords
alpha-aryl-alpha-aminophosphine oxides; alpha-aryl-alpha-aminophosphonates; microwave; Pudovik reaction
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Funding
- Hungarian Scientific Research Fund [PD111895]
- Hungarian Research Development and Innovation Fund [K119202]
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A family of alpha-aryl-alpha-aminophosphonates and alpha-aryl-alpha-aminophosphine oxides was synthesized by the microwave-assisted solvent-free addition of dialkyl phosphites and diphenylphosphine oxide, respectively, to imines formed from benzaldehyde derivatives and primary amines. After optimization, the reactivity was mapped, and the fine mechanism was evaluated by DFT calculations. Two alpha-aminophosphonates were subjected to an X-ray study revealing a racemic dimer formation made through a N-H center dot center dot center dot O=P intermolecular hydrogen bridges pair.
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