External Photocatalyst‐Free C─H Arylation of Aminoquinones Through a Photo‐S N 1 Pathway
Abstract
ABSTRACT We report a visible‐light‐driven C─H arylation of aminoquinones that proceeds through an external photocatalyst‐free, photo‐S N 1 mechanism, wherein the key phenyl cation intermediates are generated in situ from commercially available anilines. This approach enables direct coupling with various aminoquinones under mild conditions. Mechanistic investigations support an ionic photo‐S N 1 pathway over a radical manifold, with evidence suggesting that energy transfer from the excited state of the aminoquinone to the diazonium salt facilitates the formation of triplet phenyl cations, which serve as the reactive intermediates in the arylation process.
Fields of Study & Subjects
Radical Photochemical Reactions
Catalytic C–H Functionalization Methods
Photochromic and Fluorescence Chemistry
Publication details
- Journal / source
- Chemistry - A European Journal
- Publisher
- Wiley
- Volume
- 32
- Issue
- 37
- Pages
- e71331–e71331
- Publication date
- 23 June 2026
- Language
- EN