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

03 December 2025, Version 1
This content is an early or alternative research output and has not been peer-reviewed by Cambridge University Press at the time of posting.

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.

Keywords

C-H amination
Arene Functionalization
Orange-Light Catalysis
Photoredox Catalysis
Low Energy Activation

Supplementary materials

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Supporting Information
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This document contain the experimental protocols, characterization and spectra for all molecules synthesized
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