Volume 38, Issue 8 pp. 803-806
Concise Report

Radical Heteroarylalkylation of Alkenes via Three-Component Docking-Migration Thioetherification Cascade

Tao Niu

Tao Niu

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu, 215123 China

ǂThese authors contributed equally.

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Jige Liu

Jige Liu

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu, 215123 China

ǂThese authors contributed equally.

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Xinxin Wu

Xinxin Wu

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu, 215123 China

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Chen Zhu

Corresponding Author

Chen Zhu

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu, 215123 China

Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032 China

E-mail: [email protected]Search for more papers by this author
First published: 14 March 2020
Citations: 22

Summary of main observation and conclusion

A novel, rational-designed approach to access various heteroaryl-substituted alkyl thioethers was developed via docking-migration cascade process. By utilizing three components involving alkene, dual-function reagent, and thioetherificating reagent, radical heteroarylalkylation of alkenes followed by thiolation of the alkyl radical intermediates proceeded smoothly, manifesting well compatibility of substrates and cascade transformations. Furthermore, this protocol also features mild conditions, broad substrate scope, and wide product diversity.

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