Primary Sulfonamide Functionalization via Sulfonyl Pyrroles: Seeing the N−Ts Bond in a Different Light
Tomoya Ozaki, Hideki Yorimitsu, Gregory J. P. Perry
Abstract
Despite common occurrence in molecules of value, methods for transforming sulfonamides are distinctly lacking. Here we introduce easy-to-access sulfonyl pyrroles as synthetic linchpins for sulfonamide functionalization. The versatility of the sulfonyl pyrrole unit is shown by generating a variety of products through chemical, electrochemical and photochemical pathways. Preliminary results on the direct functionalization of primary sulfonamides are also provided, which may lead to new modes of activation.
Topics & Concepts
SulfonylSulfonamideSurface modificationPyrroleCombinatorial chemistryPrimary (astronomy)ChemistryMoleculeElectrochemistryOrganic chemistryAstronomyElectrodeAlkylPhysicsPhysical chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods