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Molecular Iodine-Mediated Difunctionalization of Alkenes with Nitriles and Thiols Leading to β-Acetamido Sulfides

Huanhuan Cui, Xiaoxia Liu, Wei Wei*, Daoshan Yang, Chenglong He, Tiantian Zhang and Hua Wang*

*School of Chemistry and Chemical Engineering, Qufu Normal University, Qufu 273165, Shandong China, Email:,

H. Cui, X. Liu, W. Wei, D. Yang, C. He, T. Zhang, H. Wang, J. Org. Chem., 2016, 81, 2252-2260.

DOI: 10.1021/acs.joc.5b02579

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A direct difunctionalization protocol of alkenes with nitriles and thiols under metal-free synthesis conditions provides various β-acetamido sulfides with very good yields simply by using inexpensive molecular iodine as a catalyst, DMSO as a mild oxidant, and readily available thiols as thiolating reagents.

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Key Words

thiolation, Ritter Reaction, DMSO, multicomponent reactions

ID: J42-Y2016