title: Organocatalytic C-H bond arylation of aldehydes to bis-heteroaryl ketones.
abstract: An organocatalytic aldehyde C-H bond arylation process for the synthesis of complex heteroaryl ketones has been developed. By exploiting the inherent electrophilicity of diaryliodonium salts, we have found that a commercial N-heterocyclic carbene catalyst promotes the union of heteroaryl aldehydes and these heteroaromatic electrophile equivalents in good yields. This straightforward catalytic protocol offers access to ketones bearing a diverse array of arene and heteroarene substituents that can subsequently be converted into molecules displaying structural motifs commonly found in medicinal agents.
authors: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, United Kingdom.
authors: Qiao Yan
authors: QY
authors: Toh
authors: Andrew
authors: A
authors: McNally
authors: Silvia
authors: S
authors: Vera
authors: Nico
authors: N
authors: Erdmann
authors: Matthew J
authors: MJ
authors: Gaunt
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009861:Onium Compounds / Q000737:chemistry*; D012492:Salts / Q000737:chemistry
chemical_list: D000447:Aldehydes; D006571:Heterocyclic Compounds; D007659:Ketones; D009861:Onium Compounds; D012492:Salts; C030011:carbene; D008697:Methane