Concise Report
Photoredox-Catalyzed Functionalization of Alkenes with Thiourea Dioxide: Construction of Alkyl Sulfones or Sulfonamides†
Yuewen Li,
Jin-Biao Liu,
Fu-Sheng He,
Jie Wu,
Yuewen Li
School of Pharmaceutical and Materials Engineering & Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou, Zhejiang, 318000 China
Search for more papers by this authorJin-Biao Liu
School of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorCorresponding Author
Fu-Sheng He
School of Pharmaceutical and Materials Engineering & Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou, Zhejiang, 318000 China
E-mail: [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Jie Wu
School of Pharmaceutical and Materials Engineering & Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou, Zhejiang, 318000 China
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China
E-mail: [email protected]; [email protected]Search for more papers by this authorYuewen Li,
Jin-Biao Liu,
Fu-Sheng He,
Jie Wu,
Yuewen Li
School of Pharmaceutical and Materials Engineering & Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou, Zhejiang, 318000 China
Search for more papers by this authorJin-Biao Liu
School of Metallurgical and Chemical Engineering, Jiangxi University of Science and Technology, Ganzhou, Jiangxi, 341000 China
Search for more papers by this authorCorresponding Author
Fu-Sheng He
School of Pharmaceutical and Materials Engineering & Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou, Zhejiang, 318000 China
E-mail: [email protected]; [email protected]Search for more papers by this authorCorresponding Author
Jie Wu
School of Pharmaceutical and Materials Engineering & Institute for Advanced Studies, Taizhou University, 1139 Shifu Avenue, Taizhou, Zhejiang, 318000 China
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China
E-mail: [email protected]; [email protected]Search for more papers by this author†
Dedicated to the 30th Anniversary of State Key Laboratory of Organometallic Chemistry.
Summary of main observation and conclusion
Sulfonylation of alkenes through photoredox-catalyzed functionalization of alkenes with thiourea dioxide under visible-light irradiation is achieved. The reaction of alkenes, thiourea dioxide and electrophiles provides a green and efficient access to alkyl sulfones and sulfonamides. A broad reaction scope is presented with good functional group compatibility and excellent regioselectivity. A plausible mechanism involving a radical addition process with sulfur dioxide radical anion (SO2-) derived from the oxidation of sulfur dioxide anion (SO22–) is proposed, which is supported by fluorescence quenching experiments.
Supporting Information
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