Synthesis of Isoquinolone, 1,2-Benzothiazine, and Naphtho[1′,2′:4,5]imidazo[1,2-<i>a</i>]pyridine Derivatives via Rhodium(III)-Catalyzed (4 + 2) Annulation
Yueyue Zhu, Rupeng Dai, Chaoqun Huang, Wang Zhou, Xiaoyuan Zhang, Kundi Yang, Hongmei Wen, Wei Li, Jian Liu
Abstract
In this study, we report a novel and efficient synthetic method to construct isoquinolone scaffold via the Rh(III)-catalyzed (4 + 2) annulation of benzamide with an unreported coupling reagent methyl 2-chloroacrylate. Accordingly, other valuable 1,2-benzothiazine and naphtho[1′,2′:4,5]imidazo[1,2-a]pyridine derivatives are also obtained through a similar synthetic protocol. Thus, our developed method is highlighted by high yield and reaction versatility.
Topics & Concepts
ChemistryAnnulationBenzothiazinePyridineBenzamideReagentCatalysisRhodiumYield (engineering)Combinatorial chemistryOrganic chemistryMetallurgyMaterials scienceCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions