Friedel–Crafts arylation of aldehydes with indoles utilizing arylazo sulfones as the photoacid generator
Eirini M. Galathri, Lorenzo Di Terlizzi, Maurizio Fagnoni, Stefano Protti, Christoforos G. Kokotos
Abstract
visible light-mediated, metal-free Friedel-Crafts arylation has been developed. The procedure, that exploits the peculiar behavior of arylazo sulfones as non-ionic photoacid generators (PAGs), was applied to the conversion of a variety of aliphatic and aromatic aldehydes into diarylmethanes in good to highly satisfactory yields, employing a low-catalyst loading (0.5 mol%) and irradiation at 456 nm.
Topics & Concepts
Friedel–Crafts reactionCatalysisChemistryGenerator (circuit theory)Ionic bondingOrganic chemistryIonPhysicsPower (physics)Quantum mechanicsSynthesis of Indole DerivativesRadical Photochemical ReactionsSulfur-Based Synthesis Techniques