Copper-Catalyzed Dihydroquinolinone Synthesis From Isocyanides And O-Benzoyl Hydroxylamines

Isocyanides contain a stable divalent carbon structural unit,which give them some similar chemical properties to CO,yet they have some special advantages.As such,the isocyanides are highly useful synthons in organic synthesis,and they can react with several types of compounds,including electrophiles,nucleophiles and free radicals.It has been known that a wide spectrum of molecules,nitrogen-containing heterocycles in particular,can be synthesized by isocyanide-based multicomponent reactions,cycloaddition reactions,and insertion reactions.O-Benzoyl hydroxylamines are effective aminating reagents,they can participate in several reactions,such as cross-coupling and olefin difunctionalization.Nevertheless,the examples regarding the O-benzoyl hydroxylamines and the isocaynides remain rare.In this dissertation,we present a new method for the construction of dihydroquinolinone skeletons from readily accessible isocyanides and O-benzoyl hydroxylamines.This method utilizes CuOAc as a catalyst,dppe as a ligand,and PhONa as a based,and mild conditions.Based on such a method,a series of structurally interesting dihydroquinolinones have been delivered in generally moderate yields.