Access to SCF<sub>3</sub>-Substituted Indolizines via a Photocatalytic Late-Stage Functionalization Protocol

A mild, scalable, and highly chemoselective photocatalytic method was developed for direct indolizine functionalization with <i>N</i>-((trifluoromethyl)thio)saccharin, yielding high amounts of desired products while tolerating various functional groups. The photoredox catalyst employed offers a straightforward and inexpensive alternative to commercially available catalysts. Additionally, a 3-SCF<sub>3</sub> analogue of a histamine H3 receptor antagonist was synthesized with excellent yield, demonstrating the strategy's potential in developing biologically relevant molecules.

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Publication Details

Journal
Organic Letters
Published
2025-07-21
DOI
https://doi.org/10.1021/acs.orglett.5c02079
Citations
6
Primary Topic
Synthesis and Reactivity of Heterocycles
Type
article
Field-Weighted Citation Impact
5.62
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article

Access to SCF3-Substituted Indolizines via a Photocatalytic Late-Stage Functionalization Protocol

René Wilhelm, Kevin Klaus Stefanoni
6 citations
Organic Letters
Synthesis and Reactivity of Heterocycles
5.62
article

Access to SCF3-Substituted Indolizines via a Photocatalytic Late-Stage Functionalization Protocol

René Wilhelm, Kevin Klaus Stefanoni
article en
6 citations

Abstract

A mild, scalable, and highly chemoselective photocatalytic method was developed for direct indolizine functionalization with <i>N</i>-((trifluoromethyl)thio)saccharin, yielding high amounts of desired products while tolerating various functional groups. The photoredox catalyst employed offers a straightforward and inexpensive alternative to commercially available catalysts. Additionally, a 3-SCF<sub>3</sub> analogue of a histamine H3 receptor antagonist was synthesized with excellent yield, demonstrating the strategy's potential in developing biologically relevant molecules.

Organic LettersVol. 27(31)
Clausthal University of Technology (DE)
Openalex Percentile: Top 4%
Synthesis and Reactivity of Heterocycles
5.62
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