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Efficient Photocatalytic Carbonyl Alkylative Amination Enabled by Titanium‐Dioxide‐Mediated Decarboxylation

Mei Xu, Ying Hua, Xin Fu, Jie Liu

2022Chemistry - A European Journal18 citationsDOI

Abstract

Abstract Herein, a heterogeneous carbonyl alkylative amination reaction that proceeds by photoredox catalysis has been developed. The use of nano titanium dioxide (TiO 2 , 25 nm) as photocatalyst allows efficient synthesis of diverse amines in good to excellent yields. Mechanistic studies reveal a single‐electron‐transfer mechanism involving the photoexcitation of TiO 2 to generate alkyl radicals from carboxylic acids decarboxylation. This protocol highlights the utility of using heterogeneous semiconductor photocatalysts to promote a practical and general synthesis of complex amines from readily available feedstocks.

Topics & Concepts

DecarboxylationPhotocatalysisAminationChemistryPhotoredox catalysisTitanium dioxidePhotoexcitationCatalysisRadicalPhenylsilaneAlkylPhotochemistryCombinatorial chemistryElectron transferOrganic chemistryChemical engineeringNuclear physicsExcited statePhysicsEngineeringRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
Efficient Photocatalytic Carbonyl Alkylative Amination Enabled by Titanium‐Dioxide‐Mediated Decarboxylation | Litcius