Diazotrifluoroethyl Radical in Photoinduced [3 + 2] Cycloadditions
Abstract
Herein we report a photocatalytic [3 + 2] cyclization reaction enabled by redox processes. Starting from hypervalent iodine(III) reagent and N -benzylidenealkylamines, this protocol facilitates the efficient synthesis of diverse 5-trifluoromethyl-1,2,4-triazoles, providing a direct and practical route to these heterocyclic scaffolds in moderate to excellent yields (41 examples, up to 97% yield). Notably, the redox transformation proceeds under mild reaction conditions, exhibits good functional group tolerance, and accommodates a broad substrate scope. Furthermore, the successful modification of pharmaceutical derivatives and their intermediates highlights the synthetic utility and potential applicability of this approach in late-stage functionalization.
Fields of Study & Subjects
Radical Photochemical Reactions
Fluorine in Organic Chemistry
Click Chemistry and Applications
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 4
- Pages
- 1324–1330
- Publication date
- 20 January 2026
- Language
- EN