Three-Component Couplings among Heteroarenes, Difluorocyclopropenes, and Water via C–H Activation
Xuexin Liu, Jian Chen, Chunyan Yang, Zhouping Wu, Zhiyang Li, Yuesen Shi, Tianle Huang, Zhongzhen Yang, Yong Wu
Abstract
Three-component couplings have been realized for efficiently constructing various nitrogen-containing skeletons via C–H activation, where difluorocyclopropenes have been first identified as coupling partners. Many substrates including sp2 and sp3 C–H substrates were well tolerated, furnishing the corresponding products in good yields. Furthermore, a catalyst-dependent reaction was also developed, enabling divergent construction of two different frameworks. The application value of these reactions was demonstrated in gram-scale experiments with as little as 1 mol % catalyst.
Topics & Concepts
CatalysisComponent (thermodynamics)ChemistryNitrogenCoupling (piping)Value (mathematics)Scale (ratio)Combinatorial chemistryChemical physicsStereochemistryBiological systemOrganic chemistryPhysicsComputer scienceThermodynamicsMaterials scienceQuantum mechanicsMachine learningMetallurgyBiologyFluorine in Organic ChemistryCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms