Adamantane-1-Carbonyl-Directed C–H Borylation and Hydroxylation of Benzenethiols

Xiaobo Xu, Gaorong Wu, Zhaoziyuan Yang, Xian Liu, Liqiang Hao, Yangyang Wang, Zhihong Ma, Yafei Ji

Organic Letters · 2022 · 26 citations · 33 references

Concepts

Abstract

A novel route has been described for C–H borylation and hydroxylation of benzenethiols directed by adamantane-1-carbonyl using BBr3. The protocol generates corresponding arylboronic esters and phenols in moderate to excellent yields under metal-free conditions. In addition, the borylated product can be transformed and the directing group can be removed in good yields, which will facilitate the synthesis of structurally diverse benzenethiols.

References

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