One-Pot Synthesis of Furo[3,4-<i>c</i>]indolo[2,1-<i>a</i>]isoquinolines through Rh(III)-Catalyzed Cascade Reactions of 2-Phenylindoles with 4-Hydroxy-2-alkynoates
Yihao Liu, Zi Yang, Rémi Chauvin, Wei Fu, Zhenyu Yao, Lianhui Wang, Xiuling Cui
Abstract
An efficient and regioselective synthesis of fused polycyclic furo[3,4-c]indolo[2,1-a]isoquinolines through Rh(III)-catalyzed cascade C–H activation/annulation/lactonization of 2-arylindoles and 4-hydroxy-2-alkynoates has been developed. This cascade reaction displays high step economy and efficiency and tolerates various functional groups. The titled polycyclic furo[3,4-c]indolo[2,1-a]isoquinolines exhibit fluorescence emission.
Topics & Concepts
AnnulationChemistryCascadeRegioselectivityCatalysisCascade reactionCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistryChromatographyCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCyclopropane Reaction Mechanisms