Benzene-Free Synthesis of Multisubstituted Catechol via Oxidative Dearomatic Reorganization.

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.