Study On C-H Functionalization Of N-Carbamoyl 1,2–Dihydroquinoline Oxidation

Objective: We want to create a simple and efficient reaction system for the synthesis of ?-substituted 1,2-dihydroquinoline compounds through the oxidation of C-H functionalization.Methods: First,through the literature research method,the related literatures in recent years were arranged and studied,and the reaction model of ?-substituted 1,2-dihydroquinoline was established through the oxidation of C-H functionalization.Using the control experiment method,the optimum conditions were selected for the oxidant,reaction temperature,solvent,reaction reagent equivuivalence ratio and so on.Then,the application scope of the substrate and the nucleophile was verified,and the comprehensive application of the reaction system in the synthesis of tetrahydroquinoline was explored.Finally,we hypothesized the reaction mechanism.Results: The best reaction conditions: the oxidant is TEMPO+BF-4(0.11 mmol,1.10 equiv),the solvent is DCM(1.00 mL)and the reaction temperature is room temperature.Conclusions: The oxidized C-H functionalized reaction system we had established achieved the alkynylation,alkenylation and allylation at the ?-position of N-carbamoyl 1,2-dihydroquinoline.