Benzene-Free Synthesis of Multisubstituted Catechol via Oxidative Dearomatic Reorganization

作者:Cao, Tongxiang; Shi, Qiu; Zhu, Shifa*
来源:Organic Letters, 2021, 23(4): 1411-1415.
DOI:10.1021/acs.orglett.1c00071

摘要

A benzene-free synthesis of multisubstituted catechol via an oxidative dearomatic reorganization is reported. This reaction tolerated a wide spectrum of functionalities, which could be applied in the synthesis of an electron-deficient arene-conjugated catechol that is difficult to access via biomimetic oxidative coupling. In addition, a diversification-oriented transformation that leveraged the versatile catechol afforded a series of functionality-rich products.