Ramandeep Kaur, Luke D. Fasse, Thomas L. Gianetti
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.