Nickel-Catalyzed [4 + 2] Annulation of Nitriles and Benzylamines by C–H/N–H Activation
Rina Sikari, Gargi Chakraborty, Amit Kumar Guin, Nanda D. Paul
Abstract
Nickel-catalyzed [4 + 2] annulation of benzylamines and nitriles via C–H/N–H bond activation, providing straightforward atom-economic access to a wide variety of multisubstituted quinazolines, is reported. Mechanistic investigation revealed that the in situ formed amidines from the coupling of benzylamines and nitriles direct the nickel catalyst to activate the ortho-C–H bond of the phenyl ring of the benzylamine.
Topics & Concepts
ChemistryAnnulationBenzylamineCatalysisNickelRing (chemistry)Medicinal chemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisQuinazolinone synthesis and applications