Radical Hydrosilylation of Alkynes Catalyzed by Eosin Y and Thiol under Visible Light Irradiation

Jing Zhu, Wei‐Chen Cui, Shaozhong Wang, Zhu‐Jun Yao

Organic Letters · 2018 · 80 citations · 20 references

Concepts

Abstract

A visible light-promoted hydrosilylation of alkynes has been explored and achieved using 1 mol % organic dye Eosin Y as the photocatalyst and a catalytic amount of thiol as the radical quencher. The corresponding alkenylsilanes were provided with high regio- and stereoselectivites in the reactions of various terminal and internal alkynes. The experimental evidence shows that the reaction is preferentially initiated by a single electron transfer process, and a photoredox pathway is suggested.

References

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