Litcius/Paper detail

Selective Three-Component 1,2-Aminoalkoxylation of 1-Aryl-1,3-dienes by Dual Photoredox and Copper Catalysis

Yali Wu, Min Jiang, Li Rao, Ying Cheng, Wen‐Jing Xiao, Jia‐Rong Chen

2022Organic Letters52 citationsDOI

Abstract

A three-component 1,2-aminooxygenation reaction of 1,3-dienes by dual photoredox and copper catalysis is described. This protocol uses N-aminopyridinium salts as N-centered radical precursors and nucleophilic alcohols as oxygen sources, providing modular and practical access to 1,2-aminoalkoxylation products with good yields and regioselectivity. Preliminary mechanistic studies support the radical property of the reaction and the involvement of N-centered radical intermediates.

Topics & Concepts

ChemistryRegioselectivityNucleophileCatalysisPhotoredox catalysisCopperArylCombinatorial chemistryComponent (thermodynamics)Organic chemistryPhotochemistryPhotocatalysisAlkylPhysicsThermodynamicsRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques