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, Hua Wang

The Journal of Organic Chemistry · 2016 · 93 citations · 67 references

Concepts

Abstract

A direct difunctionalization protocol of alkenes with nitriles and thiols toward β-acetamido sulfide derivatives has been proposed under metal-free synthesis conditions. The present protocol provides the facile and highly efficient synthesis of various β-acetamido sulfides in a scaled-up manner with good to excellent yields simply using inexpensive molecular iodine as a catalyst, DMSO as a mild oxidant, and readily available thiols as thiolating reagents.

References

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