Dibenzothiophenium Salts: Practical Alternatives to Hypervalent I(III)-Based Reagents
1Institut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammannstr 2, 37077 Göttingen, Germany.
Accounts of Chemical Research
|February 3, 2025
Summary
Sulfonium salts offer a stable, versatile alternative to hypervalent iodine compounds in organic synthesis. Their improved accessibility and reactivity enable new transformations, accelerating the discovery of novel materials and bioactive products.
Area of Science:
- Organic Synthesis
- Organosulfur Chemistry
Background:
- Growing interest in sulfonium salts due to efficient synthesis protocols.
- Sulfonium salts offer comparable reactivity to hypervalent iodine compounds.
- Enhanced stability and handling properties compared to hypervalent iodine reagents.
Purpose of the Study:
- Outline the reactivity of synthesized sulfonium salts.
- Compare sulfonium salts with their hypervalent iodine counterparts.
- Highlight the synthetic potential and applications of sulfonium salts.
Main Methods:
- Development of efficient protocols for sulfonium salt synthesis.
- Exploration of sulfonium salt reactivity in cross-coupling and C-H activation.
- Integration of sulfonium salts with photocatalysis and electrosynthesis.
Main Results:
- Demonstrated utility of sulfonium salts as replacements for hypervalent iodine reagents.
- Facilitated access to novel sulfonium salts through post-incorporation functionalization.
- Expansion of synthetic methodologies incorporating sulfonium salts.
Conclusions:
- Sulfonium salts are valuable reagents with broad synthetic applications.
- Further development needed for reagents with optimal reactivity and selectivity.
- Sulfonium salts hold promise for advancing retrosynthetic analysis and chemical discovery.
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