Synthesis of 1,4,2-Diazaphospholidine-3,5-diones Using Na(OCP) as the “P” Source

A refined synthesis of 1,4,2-diazaphospholidine-3,5-dione derivatives was achieved through a cyclization reaction involving Na(OCP) and isocyanates. Na(OCP) was demonstrated to be a relatively stable and safe source of phosphorus, enabling the production of diverse 1,4,2-diazaphospholidine-3,5-dione derivatives with high yields. The reaction proceeds efficiently under catalyst-free and mild conditions. Both experimental findings and density functional theory calculations have elucidated that the process involves a crucial step of carbon monoxide elimination, which provides deeper insight into the reaction mechanism.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2024-12-13
DOI
https://doi.org/10.1021/acs.joc.4c02259
Citations
1
Primary Topic
Organophosphorus compounds synthesis
Type
article
Field-Weighted Citation Impact
0.25

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article

Synthesis of 1,4,2-Diazaphospholidine-3,5-diones Using Na(OCP) as the “P” Source

Dongping Chen, Xi‐Cun Wang, Yaling Tian, Wenbo Xu et al.
1 citations
The Journal of Organic Chemistry
Organophosphorus compounds synthesis
0.25
article

Synthesis of 1,4,2-Diazaphospholidine-3,5-diones Using Na(OCP) as the “P” Source

Dongping Chen, Xi‐Cun Wang, Yaling Tian, Wenbo Xu, Zhibin Wang, Yao Chai, Zheng‐Jun Quan, Bo Yang
article en
1 citations

Abstract

A refined synthesis of 1,4,2-diazaphospholidine-3,5-dione derivatives was achieved through a cyclization reaction involving Na(OCP) and isocyanates. Na(OCP) was demonstrated to be a relatively stable and safe source of phosphorus, enabling the production of diverse 1,4,2-diazaphospholidine-3,5-dione derivatives with high yields. The reaction proceeds efficiently under catalyst-free and mild conditions. Both experimental findings and density functional theory calculations have elucidated that the process involves a crucial step of carbon monoxide elimination, which provides deeper insight into the reaction mechanism.

The Journal of Organic ChemistryVol. 90(1)
Northwest Normal University (CN)
Northwest Normal University, National Natural Science Foundation of China
Openalex Percentile: Top 45%
Organophosphorus compounds synthesis
0.25
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Synthesis of 1,4,2-Diazaphospholidine-3,5-diones Using Na(OCP) as the “P” Source — Dongping Chen, Xi‐Cun Wang, et al. · The Journal of Organic Chemistry (2024) | TGRS Research Map | TGRS