Radical Cascade Sulfonylation/Cyclization of 1-Acryloyl-2-cyanoindoles/2-Cyano- N -arylacrylamides with Aryldiazonium Tetrafluoroborates via the Insertion of Sulfur Dioxide
Abstract
Radical sulfonylation/cyclization of 1-acryloyl-2-cyanoindoles/2-cyano- N -arylacrylamides with aryldiazonium tetrafluoroborates and Na 2 S 2 O 5 has been developed for the synthesis of pyrrolo[1,2- a ]indoles and quinoline-2,4-diones. Na 2 S 2 O 5 serves as a dual-function reagent, acting as both a reducing agent and a sulfur dioxide surrogate for the generation of sulfonyl radicals, which underwent a cascade sequence, including radical addition to the C═C bonds, intramolecular cyclization, and hydrolysis to deliver the final products.
Fields of Study & Subjects
Sulfur-Based Synthesis Techniques
Radical Photochemical Reactions
Catalytic C–H Functionalization Methods
Publication details
- Journal / source
- The Journal of Organic Chemistry
- Publisher
- American Chemical Society (ACS)
- Volume
- 91
- Issue
- 17
- Pages
- 5895–5909
- Publication date
- 21 April 2026
- Language
- EN