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Radical sulfonylation with sulfur dioxide surrogates
Wei Xiao1, Jian-Qiang Chen1, Jie Wu1,2
1Taizhou First People's Hospital (Taizhou University affiliated First People's Hospital) & School of Pharmaceutical and Chemical Engineering, Taizhou University, 1139 Shifu Avenue, Taizhou 318000, Zhejiang, China. chenjq@tzc.edu.cn.
Sulfur dioxide (SO₂) capture and synthesis of SO₂-containing compounds are crucial. Radical-mediated sulfonylation using SO₂ surrogates offers a greener, atom-efficient alternative to toxic gaseous SO₂.
Area of Science:
- Organic Chemistry
- Environmental Chemistry
- Materials Science
Background:
- Sulfur dioxide (SO₂) is a toxic atmospheric pollutant from fossil fuel combustion.
- Sulfonyl groups are vital in pharmaceuticals, agrochemicals, and materials.
- Direct synthesis from SO₂ is desirable but challenging due to its toxicity.
Purpose of the Study:
- To review advances in radical-mediated sulfonylation using SO₂ surrogates.
- To highlight efficient and greener synthetic methods for SO₂-containing compounds.
- To provide tools for implementing these reactions in organic synthesis.
Main Methods:
- Radical-mediated SO₂ insertion strategies.
- Photocatalysis, electrochemistry, and transition-metal catalysis.
- Thermal initiation for radical generation.
Main Results:
- Significant progress in radical sulfonylation using SO₂ surrogates since 2014.
- Development of diverse SO₂ surrogates as alternatives to gaseous SO₂.
- Mild reaction conditions achieved for sulfonylation.
Conclusions:
- Radical sulfonylation with SO₂ surrogates is a promising synthetic approach.
- These methods offer atom-efficient and greener routes to valuable SO₂ compounds.
- The review provides essential knowledge for synthetic chemists.
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