Construction of Six-Membered Lactam and Lactone Structures via Ligand-Free Pd-Catalyzed C–H Activation/[5 + 1] Cyclization Carbonylation
Chengxian Hu, Lu Wang, Xue Yang, Ying Fu, Zhengyin Du
Abstract
An approach for the ligand-free Pd-catalyzed C–H activation/[5 + 1] cyclization carbonylation by employing readily available ClCF 2 COONa as a carbonyl source via difluorocarbene transfer and hydrolysis has been developed. The current protocol enables us to obtain a series of carbonylation cyclization product benzopyranone and phenanthridinone derivatives in up to 91% yield with excellent functional group compatibility. This protocol has the advantages of mild reaction conditions, wide applicable substrates, and simple and safe operation and provides a new method for the synthesis of complex lactam and lactone compounds.
Topics & Concepts
CarbonylationChemistryCatalysisLigand (biochemistry)LactoneStereochemistryLactamCombinatorial chemistryOrganic chemistryCarbon monoxideReceptorBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsAsymmetric Hydrogenation and Catalysis