Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Synthesis of Aminobisphosphinates through a Cascade Reaction between Hypophosphorous Acid and Bis(trimethylsilyl)imidates Mediated by ZnI2

Nouha Ayadi
,
Aurélie Descamps
,
Thibaut Legigan
* ,
Jade Dussart-Gautheret
ORCID logo ,
Maelle Monteil
,
Evelyne Migianu-Griffoni
,
Taïcir Ben Ayed
,
Julia Deschamp
* ORCID logo ,
Marc Lecouvey
* ORCID logo
Version 1 : Received: 2 August 2023 / Approved: 3 August 2023 / Online: 3 August 2023 (14:48:33 CEST)

A peer-reviewed article of this Preprint also exists.

Ayadi, N.; Descamps, A.; Legigan, T.; Dussart-Gautheret, J.; Monteil, M.; Migianu-Griffoni, E.; Ben Ayed, T.; Deschamp, J.; Lecouvey, M. Synthesis of Aminobisphosphinates through a Cascade Reaction between Hypophosphorous Acid and Bis(trimethylsilyl)imidates Mediated by ZnI2. Molecules 2023, 28, 6226. Ayadi, N.; Descamps, A.; Legigan, T.; Dussart-Gautheret, J.; Monteil, M.; Migianu-Griffoni, E.; Ben Ayed, T.; Deschamp, J.; Lecouvey, M. Synthesis of Aminobisphosphinates through a Cascade Reaction between Hypophosphorous Acid and Bis(trimethylsilyl)imidates Mediated by ZnI2. Molecules 2023, 28, 6226.

Abstract

Among phosphorylated derivatives, phosphinates occupy a prominent place due to their ability to be bioisosteres of phosphates and carboxylates. These properties imply the necessity to develop efficient methodologies leading to phosphinate scaffolds. For the past years our team have explored the nucleophilic potential of silylated phosphonite towards various electrophiles. In this paper, we propose to extend our study over other electrophiles. We describe here the implementation of a cascade reaction between (trimethylsilyl)imidates and hypophosphorous acid mediated by a Lewis acid allowing the synthesis of aminomethylenebisphosphinate derivatives.

Keywords

bisphosphinates; phosphonite; Lewis acid; methodological development

Subject

Chemistry and Materials Science, Organic Chemistry

Copyright: This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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