Three‐Component C–H Bond Sulfonylation of Imidazoheterocycles by Visible‐Light Organophotoredox Catalysis
Chloé Breton‐Patient, Delphine Naud‐Martin, Florence Mahuteau‐Betzer, Sandrine Piguel
Abstract
The first entirely visible‐light photoredox catalyzed sulfonylation of imidazoheterocycles has been developed. This transformation demonstrates an efficient C–H functionalization for the straightforward synthesis of novel C‐3 sulfonylated imidazoheterocycles from various imidazopyridines and diaryliodonium salts with different electronic and steric properties and easy to handle DABCO‐ bis (sulfur dioxide). The reaction proceeds in moderate to good yields under mild conditions at room temperature using the inexpensive organophotocatalyst EosinY · Na 2 and shows a high functional group tolerance (37 examples).
Topics & Concepts
ChemistryDABCOSteric effectsFunctional groupSurface modificationCatalysisPhotoredox catalysisVisible spectrumPhotochemistrySulfur dioxideCombinatorial chemistryOrganic chemistryPhotocatalysisPhysical chemistryPolymerPhysicsOptoelectronicsSulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods