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An organophotocatalytic late-stage N–CH <sub>3</sub> oxidation of trialkylamines to <i>N</i> -formamides with O <sub>2</sub> in continuous flow

Mark John P. Mandigma, Jonas Žurauskas, Callum I. MacGregor, Lee J. Edwards, Ahmed Shahin, Ludwig d'Heureuse, Philip Yip, David J. S. Birch, Thomas Gruber, Jörg Heilmann, Matthew P. John, Joshua P. Barham

2021Chemical Science48 citationsDOIOpen Access PDF

Abstract

An N–CH 3 -selective trialkylamine oxidation to N -formamides is reported in continuous flow using gaseous O 2 . A novel, enhanced-solubility dicyanoanthracene organophotocatalyst switched the photochemical mechanism from electron to energy transfer.

Topics & Concepts

FormamidesChemistryMedicinal chemistryOrganic chemistryCatalysisOxidative Organic Chemistry ReactionsRadical Photochemical ReactionsSynthesis and Catalytic Reactions
An organophotocatalytic late-stage N–CH <sub>3</sub> oxidation of trialkylamines to <i>N</i> -formamides with O <sub>2</sub> in continuous flow | Litcius