Regioselective C2-Sulfonylation of Indoles and Pyrroles via SO 2 Insertions
Abstract
High Resolution Image Download MS PowerPoint Slide A molecular iodine-catalyzed three-component cascade reaction of indoles/pyrroles, anilines, and DABSO has been developed, providing C2-sulfonylated indoles/pyrroles in good to excellent yields. The transformation proceeds via the in situ generation of the arylsulfonyl radical from the reaction of anilines, t BuONO, and DABSO, followed by controlled formation of a carbon-centered radical intermediate. In this radical-mediated cascade reaction, DABSO acts as the sulfone (SO 2 ) source while t BuONO facilitates the generation of reactive species. Moreover, this one-pot transformation proceeds under mild conditions, exhibits a broad substrate scope, and offers an efficient and sustainable strategy for the construction of C2-sulfonated indoles and pyrroles.
Fields of Study & Subjects
Sulfur-Based Synthesis Techniques
Radical Photochemical Reactions
Catalytic C–H Functionalization Methods
Publication details
- Journal / source
- Organic Letters
- Publisher
- American Chemical Society (ACS)
- Volume
- 28
- Issue
- 7
- Pages
- 2482–2487
- Publication date
- 4 February 2026
- Language
- EN