Litcius/Paper detail

Silver-Catalyzed <i>para</i>-Selective Amination and Aminative Dearomatization of Phenols with Azodicarboxylates in Water

Ruinan Zhao, Zhong Yuan Zhou, Jixiang Liu, Xia Wang, Qian Zhang, Dong Li

2020Organic Letters24 citationsDOI

Abstract

An efficient silver-catalyzed para-selective amination and aminative dearomatization of phenols with azodicarboxylates was developed. It afforded the para-aminophenols or amino cyclohexadieneones from free phenols depending on whether it has a para-substituent. The reaction proceeded smoothly in water under simple and mild conditions, giving the highly selective products in good yields within a short reaction time. It also showed broad substrate scope and good functional group compatibility.

Topics & Concepts

ChemistryAminationPhenolsSubstituentCatalysisOrganic chemistryCompatibility (geochemistry)Substrate (aquarium)Combinatorial chemistryFunctional groupReaction conditionsChemical engineeringPolymerOceanographyGeologyEngineeringCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Catalytic Reactions