Trichloroacetonitrile as an efficient activating agent for the<i>ipso</i>-hydroxylation of arylboronic acids to phenolic compounds

Yuanding Fang, Rong Zhao, Yuan Yao, Yang Liu, Denghu Chang, Ming Yao, Lei Shi

Organic & Biomolecular Chemistry · 2019 · 18 citations · 62 references

Concepts

Abstract

CCN mediated method was developed for the ipso-hydroxylation of aryl boronic acids to their corresponding phenols, which was promoted by a key unstable Lewis adduct intermediate. This transformation has broad functional group tolerance, and late-stage functionalization was successful as well. After simple investigation, two pathways (radical/ionic mechanism) were suggested, and the beneficial action of blue light needs to be further studied.

References

62