Synthesis of Pyrrolidin‐3‐Ones and Spiropyrrolidinones by 1,3‐Dipolar Cycloadditions of Nitrones with Allenylphosphonates

A general and effective (3 + 2) cycloaddition reaction between nitrones and allenes to synthesize fluoro‐phosphonopyrrolidin‐3‐ones, as well as spiropyrrolidin‐3‐one phosphonates is reported under microwave heating. The products have been isolated in moderate to good yields and exclusively as 4,5‐trans diastereoisomers in all transformations.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2025-05-16
DOI
https://doi.org/10.1002/ejoc.202500390
Citations
4
Primary Topic
Phosphorus compounds and reactions
Type
article
Field-Weighted Citation Impact
3.74
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article

Synthesis of Pyrrolidin‐3‐Ones and Spiropyrrolidinones by 1,3‐Dipolar Cycloadditions of Nitrones with Allenylphosphonates

Rayhane Hammami, Tahar Ayad, Benjamin Darses, Lucas Mele et al.
4 citations
European Journal of Organic Chemistry
Phosphorus compounds and reactions
3.74
article

Synthesis of Pyrrolidin‐3‐Ones and Spiropyrrolidinones by 1,3‐Dipolar Cycloadditions of Nitrones with Allenylphosphonates

Rayhane Hammami, Tahar Ayad, Benjamin Darses, Lucas Mele, David Virieux, Soufiane Touil
article en
4 citations

Abstract

A general and effective (3 + 2) cycloaddition reaction between nitrones and allenes to synthesize fluoro‐phosphonopyrrolidin‐3‐ones, as well as spiropyrrolidin‐3‐one phosphonates is reported under microwave heating. The products have been isolated in moderate to good yields and exclusively as 4,5‐trans diastereoisomers in all transformations.

European Journal of Organic ChemistryVol. 28(27)
École Nationale Supérieure de Chimie de Montpellier (FR), Centre National de la Recherche Scientifique (FR), University of Carthage (TN), Université de Montpellier (FR), Département de Chimie Moléculaire (FR), Institut Charles Gerhardt Montpellier (FR), Université Grenoble Alpes (FR)
Openalex Percentile: Top 7%
Phosphorus compounds and reactions
3.74
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