Radical-Induced Decarboxylation/Cyclization of Benzoyl Peroxides with 1,8-Enynes through In Situ SO 2 Insertion/Smiles Rearrangement Relay Strategy
Abstract
A metal-free multicomponent reaction involving readily available 1,8-enynes, benzoyl peroxide, and DABCO·(SO 2 ) 2 has been successfully developed. The desired products, sulfonylated indolo[2,1- a ]isoquinoline derivatives, were obtained without the need for any catalysts or additives. In addition, this strategy utilizes readily available benzoyl peroxide as an aryl radical precursor, enabling the transformation through a sequential in situ SO 2 insertion/Smiles rearrangement/radical cyclization relay process. Moreover, the transformation process is highly economical, facilitating the formation of multiple chemical bonds, including one C–N bond, two C–C bonds, and two C–S bonds in a single radical initiation.
Fields of Study & Subjects
Radical Photochemical Reactions
Catalytic C–H Functionalization Methods
Sulfur-Based Synthesis Techniques
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 8
- Pages
- 3262–3272
- Publication date
- 18 February 2026
- Language
- EN