A new tricomponent reaction for the synthesis of symmetric and asymmetric alkyl bisphosphoramidates

A novel three-component one-pot reaction procedure was designed for the synthesis of symmetric and asymmetric bisphosphoramidate derivatives. Our key reactants were a set of four aliphatic diamines, which individually react with two different phosphoryl chloride derivatives (N,N,N′,N′-tetramethylpho...

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Bibliographic Details
Published in:Phosphorus, sulfur, and silicon and the related elements sulfur, and silicon and the related elements, 2021-10, Vol.196 (10), p.929-935
Main Authors: Franco-Pérez, Marco, Castrejón-Flores, José Luis, González-González, Stephany, Landa, Israel Bonilla, Zamudio-Medina, Angel
Format: Article
Language:English
Subjects:
Asymmetry
bisphosphoramidate
Chemical synthesis
Chlorides
Diamines
Mass spectrometry
NMR
Nuclear magnetic resonance
Room temperature
symmetric and asymmetric derivatives
Three-component reaction
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Summary:A novel three-component one-pot reaction procedure was designed for the synthesis of symmetric and asymmetric bisphosphoramidate derivatives. Our key reactants were a set of four aliphatic diamines, which individually react with two different phosphoryl chloride derivatives (N,N,N′,N′-tetramethylphosphorodiamide chloride and diphenyl phosphoryl chloride). A total of 10 products, six of them none reported before, were synthetized. The proposed experimental procedure does not involve any catalyst and proceeds under routine experimental conditions (room temperature and 1 atm). Each synthesized compound was characterized by NMR ( 1 H, 13 C, and 31 P) spectroscopy and mass spectrometry.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426507.2021.1946061