Iron catalysis enables mild C–Se bond formation <i>via</i> decarboxylative selenylation

Selenium-containing compounds play a pivotal role in bioactive molecules, making efficient C-Se bond formation a subject of significant interest in organic synthesis. We report an iron-catalyzed decarboxylative selenylation of alkyl carboxylic acids with selenium sulfonates, enabled by photo-induced ligand-to-metal charge transfer (LMCT). This protocol exhibits a broad substrate scope and functional group tolerance, delivering selenides in moderate to excellent yields under mild conditions. The use of Earth-abundant iron and visible-light activation aligns with sustainable synthetic goals.

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Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob01402f
Primary Topic
Organoselenium and organotellurium chemistry
Type
article
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article

Iron catalysis enables mild C–Se bond formation via decarboxylative selenylation

Qingkun Ma, Xin Huang, Xixi Hu, Yu‐Zhao Wang et al.
Organic & Biomolecular Chemistry
Organoselenium and organotellurium chemistry
article

Iron catalysis enables mild C–Se bond formation via decarboxylative selenylation

Qingkun Ma, Xin Huang, Xixi Hu, Yu‐Zhao Wang, Wenhao Li, Hui Liu, Lizhi Zhang
article en

Abstract

Selenium-containing compounds play a pivotal role in bioactive molecules, making efficient C-Se bond formation a subject of significant interest in organic synthesis. We report an iron-catalyzed decarboxylative selenylation of alkyl carboxylic acids with selenium sulfonates, enabled by photo-induced ligand-to-metal charge transfer (LMCT). This protocol exhibits a broad substrate scope and functional group tolerance, delivering selenides in moderate to excellent yields under mild conditions. The use of Earth-abundant iron and visible-light activation aligns with sustainable synthetic goals.

Organic & Biomolecular ChemistryVol. 23(42)
Shandong University of Technology (CN), Shandong Provincial QianFoShan Hospital (CN), Shandong First Medical University (CN)
Openalex Percentile: Top 73%
Organoselenium and organotellurium chemistry
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Iron catalysis enables mild C–Se bond formation <i>via</i> decarboxylative selenylation — Qingkun Ma, Xin Huang, et al. · Organic & Biomolecular Chemistry (2025) | TGRS Research Map | TGRS