Copper-Promoted Aerobic Oxidative [3+2] Cycloaddition Reactions of N,N-Disubstituted Hydrazines with Alkynoates: Access to Substituted Pyrazoles
Xiaoying Zou, Lvyin Zheng, Xiaoya Zhuo, Yumei Zhong, Yingying Wu, Beining Yang, Qifang He, Wei Guo
Abstract
A copper-promoted aerobic oxidative [3+2] cycloaddition reaction for the synthesis of various substituted pyrazoles from N,N-disubstituted hydrazines with alkynoates in the presence of bases is developed. This work involves a direct C(sp 3 )–H functionalization and the formation of new C–C/C–N bonds. In this strategy, inexpensive and easily available Cu 2 O serves as the promoter and air acts as the green oxidant. The reaction exhibits the advantages of high atom and step economy, high regioselectivity, and easy operation.
Topics & Concepts
CycloadditionRegioselectivityChemistryAtom economyOxidative phosphorylationCopperSurface modificationMedicinal chemistryCombinatorial chemistryOrganic chemistryCatalysisBiochemistryPhysical chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction Mechanisms