Organophotoredox-Catalyzed Oxidative C(sp2)–H Alkylation of N-Heteroarenes with Dihydroquinazolinones by C–C Cleavage
Sariga Mangalamundackal Vijayan, Anagha Veluthanath Nair, Shubham Ojha, Basudev Sahoo, Pinku Prasad Mondal, Amit Pal, Subham Das
Abstract
Abstract We report a visible-light-mediated, organophotoredox-catalyzed, C(sp2)–H alkylation of N-heteroarenes with dihydroquinazolines, prepared from aliphatic ketones, under oxidative conditions. This protocol represents a metal-free approach to the effective construction of C–C bonds through a Minisci-type reaction, formally activating the native C–H bond of the N-heteroarene and an α-C–C bond of a readily available ketone. The mild nature of this method accommodates a wide variety of N-heteroarenes and ketones, tolerating a wide range of functional groups.
Topics & Concepts
ChemistryAlkylationCatalysisBond cleavageKetoneOxidative phosphorylationMedicinal chemistryOxidative cleavageCleavage (geology)Combinatorial chemistryStereochemistryOrganic chemistryBiochemistryGeotechnical engineeringFracture (geology)EngineeringRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsOxidative Organic Chemistry Reactions