Cu(II)-Catalyzed [3 + 1 + 1 + 1] Cyclization of 1,3-Diketones and 2-Naphthols Using <i>N</i>,<i>N</i>-Dimethylethanolamine as a Dual Carbon Synthon for the Synthesis of 2<i>H</i>-Chromenes
Meiqi Geng, Minzhao Huang, Jinqiang Kuang, Weiwei Fang, Xu‐Qiong Xiao, Maozhong Miao, Yongmin Ma
Abstract
Reactions with diverse C1 synthons to realize homologation were well explored. However, homologations occurring twice with one C1 synthon in a reaction were less reported. We disclose herein a Cu(II)-catalyzed novel and efficient synthesis of 2 H -chromenes from 2-naphthols, 1,3-diketones, and N, N -dimethylethanolamine (DMEA) as a dual carbon synthon. Various 2 H -chromenes with different functional groups are constructed in moderate to good yields. This is the first report that DMEA acts as a dual C1 synthon.
Topics & Concepts
SynthonChemistryCatalysisCombinatorial chemistryCarbon fibersDual (grammatical number)Medicinal chemistryStereochemistryOrganic chemistryMaterials scienceComposite materialArtLiteratureComposite numberCatalytic C–H Functionalization MethodsSynthesis of Indole DerivativesCatalytic Alkyne Reactions