Redox-Neutral Borylation of Aryl Sulfonium Salts via C–S Activation Enabled by Light

Chen Huang, Jie Feng, Rui Ma, Shuaishuai Fang, Tao Lu, Weifang Tang, Ding Du, Jian Gao

Organic Letters · 2019 · 74 citations · 71 references

Concepts

Abstract

Reported here is a novel photoinduced strategy for the borylation of aryl sulfonium salts using bis(pinacolato)diboron as the boron source. This method exploits redox-neutral aryl sulfoniums to gain access to aryl radicals via C-S bond activation upon photoexcitation under transition-metal-free conditions. Therefore, it grants access to diverse arylboronate esters with good performance from easily available aryl sulfoniums accompanied by mild conditions, operational simplicity, and easy scalability.

References

71