Issue 11, 2021

α-Oxygenation of N-aryl/alkyl heterocyclic compounds via ruthenium photocatalysis

Abstract

We herein report ruthenium(III) photocatalyzed oxidation of N-aryl tertiary amines to the corresponding amides. More specifically, various N-aryl tetrahydroisoquinolines were converted to analogous N-aryl dihydroisoquinolinones under an oxygen atmosphere. Molecular oxygen is utilized for α-oxidation in the presence of benzylic proton abstracting base DBU to get oxidized products in good to excellent yields. Quenching experiments confirmed the radical pathway of the reaction through the formation of O2˙ reactive oxygen species (ROS).

Graphical abstract: α-Oxygenation of N-aryl/alkyl heterocyclic compounds via ruthenium photocatalysis

Supplementary files

Article information

Article type
Paper
Submitted
19 Maijs 2021
Accepted
05 Aug. 2021
First published
17 Aug. 2021

React. Chem. Eng., 2021,6, 2087-2091

α-Oxygenation of N-aryl/alkyl heterocyclic compounds via ruthenium photocatalysis

I. Kumar, A. Thakur, Manisha and U. Sharma, React. Chem. Eng., 2021, 6, 2087 DOI: 10.1039/D1RE00200G

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