Visible-Light Photoredox-Catalyzed Radical Addition/Cyclization of Imidazoles with Alkenes: Access to Polycyclic Imidazoles Bearing Alkylsulfonyl or Exocyclic Olefin Units
Abstract
A metal-free visible-light photoredox-catalyzed one-pot tandem synthesis of alkylsulfonyl-containing polycyclic imidazoles from easily accessible N -alkenyl imidazoles, DABCO(SO 2 ) 2 and 4-alkyl Hantzsch esters, has been developed. Operating under mild conditions, this method affords high yields for a wide range of substrates, exhibits remarkable functional group tolerance, and can be readily scaled up. The observed catalytic efficiency stems from employing cheap and readily available organic dye Eosin Y as a photocatalyst and economical (NH 4 ) 2 S 2 O 8 as an oxidant. Moreover, the synthetic utility of this protocol is further showcased by its application in the efficient synthesis of exocyclic alkenes.
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
- 4
- Pages
- 1694–1699
- Publication date
- 21 January 2026
- Language
- EN