Copper‐Catalyzed Oxidative [1+2+1+2] Cascade Cyclization of <i>N</i>,<i>N</i>‐Dimethyl Enaminones with Benzylamines: A Facile Access to Functionalized 1,4‐Dihydropyridines
Yulin Sun, Zhangmengjie Chai, Donghan Liu, Mingshuai Zhang, Longkun Chen, Zhuoyuan Liu, Yongchao Wang, Fuchao Yu
Abstract
Abstract Using benzylamines as the C4 source of 1,4‐dihydropyridines (1,4‐DHPs), a Cu‐catalyzed oxidative [1+2+1+2] cascade cyclization for the synthesis of 1,4‐DHPs was firstly developed. A broad range of easily available N,N ‐dimethyl enaminones and benzylamines are employed smoothly to provide a diverse range of 1,4‐DHPs with high efficiency. This method is performed by a one‐pot cascade C(sp 3 )−H bond functionalization/C(sp 3 )−N cleavage/cyclization strategy to form simultaneously two C(sp 3 )−C(sp 2 ) bonds, two C(sp 2 )−N bonds, and a 1,4‐DHP ring.
Topics & Concepts
ChemistryCascadeBond cleavageCatalysisRing (chemistry)Combinatorial chemistryOxidative phosphorylationDHPSCleavage (geology)Medicinal chemistryStereochemistryOrganic chemistryEngineeringChromatographyMalariaImmunologyBiologyFracture (geology)Geotechnical engineeringPlasmodium falciparumBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Characterization of PyrrolesSynthesis and Catalytic Reactions