Copper‐catalyzed Reaction of Anthranils with Methyl Ketones: Site‐Selective C5‐Dicarbonylation of Anthranils
Shi‐Yi Zhuang, Yong‐Xing Tang, Cai He, Xiang‐Long Chen, Weijian Xue, Yan‐Dong Wu, An‐Xin Wu
Abstract
Abstract A copper‐catalyzed site‐selective C5‐dicarbonylation reaction of anthranils has been developed for synthesis of 1,2‐dicarbonyl compounds using methyl ketone as a commercially available carbonylation reagent. This process represents the first example to implement the C5‐dicarbonylation of anthranils, which involves an oxidative C sp 3 ‐H/C sp 2 ‐H cross‐coupling reaction along with thermolytic N−O bond cleavage. magnified image
Topics & Concepts
ChemistryCatalysisReagentCarbonylationCopperKetoneOxidative cleavageMethyl KetoneOxidative coupling of methaneBond cleavageCoupling reactionMedicinal chemistryCleavage (geology)Organic chemistryPhotochemistryCombinatorial chemistryCarbon monoxideGeotechnical engineeringFracture (geology)EngineeringCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsOrganoboron and organosilicon chemistry