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Electrochemical phenothiazination of naphthylamines and its application in photocatalysis

Song Chen, Yanan Li, Shao‐Hua Xiang, Shaoyu Li, Bin Tan

2021Chemical Communications22 citationsDOI

Abstract

N-Phenylphenothiazine as an inexpensive, highly reductive and oxygen tolerant organophotocatalyst has exhibited potential in various challenging photochemical transformations. Here we report a general and straightforward method to access structurally diverse N-phenylphenothiazine derivatives by means of a novel electrochemical tool. The introduction of a 2-naphthylamine moiety with an extended π-system and an amine group led to the variation of spectral characterization. Photochemical verification experiments demonstrated that the formed N-arylation products with good efficacy and chemo/site-control displayed competitive catalytic activity in challenging transformations.

Topics & Concepts

ElectrochemistryPhotocatalysisChemistryCombinatorial chemistryNanotechnologyMaterials scienceChemical engineeringCatalysisOrganic chemistryElectrodePhysical chemistryEngineeringRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods
Electrochemical phenothiazination of naphthylamines and its application in photocatalysis | Litcius