Visible-Light-Induced Multicomponent Cascade Cycloaddition of <i>N</i>-Propargyl Aromatic Amines, Cyclobutanone Oxime Esters, and K<sub>2</sub>S<sub>2</sub>O<sub>5</sub>: Access to Cyanoalkylsulfonylated Quinolines
Nengneng Zhou, Ziqin Xia, Sixin Wu, Kaimo Kuang, Qiankun Xu, Man Zhang
Abstract
A visible-light-induced cascade cyanoalkylsulfonylation/cyclization/aromatization of N-propargyl aromatic amines with K2S2O5 and cyclobutanone oxime esters for the construction of cyanoalkylsulfonylated quinolines is developed. This cascade transformation features mild reaction conditions, a broad substrate scope, and excellent functional group compatibility, providing a convenient route toward cyanoalkylsulfonylated quinolines via the formation of a C–C bond and two C–S bonds in one step.
Topics & Concepts
CyclobutanoneChemistryCascadeOximeCascade reactionCycloadditionAromatizationPropargylSubstrate (aquarium)Medicinal chemistryCombinatorial chemistryStereochemistryPhotochemistryOrganic chemistryCatalysisRing (chemistry)ChromatographyGeologyOceanographySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods