Litcius/Paper detail

Cobalt-Catalyzed C–H Acetoxylation of Phenols with Removable Monodentate Directing Groups: Access to Pyrocatechol Derivatives

Quan Gou, Xiaoping Tan, Ming‐Zhong Zhang, Man Ran, Tengrui Yuan, Shuhua He, Linzong Zhou, Tuan‐Wu Cao, Feihua Luo

2020Organic Letters32 citationsDOI

Abstract

An efficient cobalt-catalyzed C–H acetoxylation of phenols has been developed by using PIDA (phenyliodine diacetate) as a sole acetoxy source to synthesize pyrocatechol derivatives for the first time. The key feature of this method is the use of earth-abundant metal cobalt as the green and inexpensive catalyst for the acetoxylation of C(sp2)–H bonds under neutral reaction conditions. Furthermore, the gram-scale reaction and late-stage functionalization demonstrated the usefulness of this method.

Topics & Concepts

ChemistryDenticityCobaltCatalysisPhenolsMedicinal chemistryGroup (periodic table)Organic chemistryMetalCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsOxidative Organic Chemistry Reactions