Using blue-light driven iron-catalysis to afford molecular diversity in phosphindole oxide derivatives

We have developed original blue-light promoted iron-catalyzed reactions of activated alkynes with secondary phosphine oxides in the presence of <i>tert</i>-butylhydroperoxide under argon at room temperature. Depending on the nature of the iron precursors, benzo[<i>b</i>]phosphole oxides were obtained using Fe(NO<sub>3</sub>)<sub>3</sub> in methanol and 9-phenyltribenzo[<i>b</i>,<i>e</i>,<i>g</i>]phosphindole 9-oxide derivatives utilizing Fe(OTf)<sub>2</sub> in acetic acid. Control experiments revealed that radical processes are involved, permitting the proposal of a reasonable mechanism.

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Publication Details

Journal
Dalton Transactions
Published
2025-01-01
DOI
https://doi.org/10.1039/d5dt01551k
Primary Topic
Sulfur-Based Synthesis Techniques
Type
article
Field-Weighted Citation Impact
0.00

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article

Using blue-light driven iron-catalysis to afford molecular diversity in phosphindole oxide derivatives

Yumeng Yuan, Christophe Darcel, Lingfeng Zhao, Muriel Hissler et al.
Dalton Transactions
Sulfur-Based Synthesis Techniques
article

Using blue-light driven iron-catalysis to afford molecular diversity in phosphindole oxide derivatives

Yumeng Yuan, Christophe Darcel, Lingfeng Zhao, Muriel Hissler, Marie Cordier≈, Thierry Roisnel, Pierre‐Antoine Bouit, Anne Pensel
article en

Abstract

We have developed original blue-light promoted iron-catalyzed reactions of activated alkynes with secondary phosphine oxides in the presence of <i>tert</i>-butylhydroperoxide under argon at room temperature. Depending on the nature of the iron precursors, benzo[<i>b</i>]phosphole oxides were obtained using Fe(NO<sub>3</sub>)<sub>3</sub> in methanol and 9-phenyltribenzo[<i>b</i>,<i>e</i>,<i>g</i>]phosphindole 9-oxide derivatives utilizing Fe(OTf)<sub>2</sub> in acetic acid. Control experiments revealed that radical processes are involved, permitting the proposal of a reasonable mechanism.

Dalton TransactionsVol. 54(35)
Centre National de la Recherche Scientifique (FR), Université de Rennes (FR)
China Scholarship Council, Centre National de la Recherche Scientifique, Université de Rennes 1
Openalex Percentile: Top 85%
Sulfur-Based Synthesis Techniques
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