Low-Energy Photocatalytic C–H Amination of Arenes Enabled by an Orange-Light Organic Photooxidant

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Authors: Ramandeep Kaur, Luke D. Fasse, Thomas L. Gianetti
Cited by: 1
References: 38

Abstract

Direct C-H amination of arenes provides rapid access to C-N bonds in pharmaceuticals, agrochemicals, and functional materials, yet most photoredox approaches require high-energy blue light. Here, we introduce a low-energy orange-light photoredox platform for aryl C-H amination using a fluorinated azadioxotriangulenium (2FADOTA⁺) photocatalyst. This system enables efficient C-H amination of electron-rich arenes, heteroarenes, and sterically demanding scaffolds with both azole and aliphatic amines, including amino acid esters. Late-stage functionalization of medicinally relevant molecules is achieved under mild conditions, demonstrating broad applicability. Mechanistic studies support arene oxidation as the productive pathway. This work demonstrates how low-energy photooxidants can unlock sustainable strategies for challenging synthetic transformations.

Fields of Study & Subjects

Radical Photochemical Reactions Synthesis and Catalytic Reactions Catalytic C–H Functionalization Methods

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
26
Pages
8327–8331
Publication date
22 June 2026
Language
EN