Solvent-Selective Alkoxy Radical–Induced Oxidative β-Scission of C–C/C–N Bonds in Spiro Adducts under Blue LED Irradiation
Abstract
A green and efficient, catalyst-free, solvent-selective, alkoxy radical-induced oxidative β-cleavage of carbon–carbon (C–C)/carbon–nitrogen (C–N) bonds in spiro[pyrrolo[2,1- a ]isoquinoline-1,5′-thiazolidine]-3-carboxylates is reported. The method enables C1/C2 functionalization of the isoquinoline core with a thiazolidine-2,4-dione unit. The reaction proceeds under mild conditions with a broad substrate scope and good functional group tolerance (up to 96% yield), using molecular oxygen and blue LED irradiation (465–470 nm) under additive-free conditions.
Fields of Study & Subjects
Catalytic C–H Functionalization Methods
Radical Photochemical Reactions
Oxidative Organic Chemistry Reactions
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 24
- Pages
- 8297–8304
- Publication date
- 10 June 2026
- Language
- EN