Copper(I)-Catalyzed Radical Carbamylation/Cyclization of 2-Aryl-<i>N</i>-methacryloylindoles with Substituted Formamides to Assemble Amidated Indolo[2,1-<i>a</i>]isoquinolin-6(5<i>H</i>)-ones
Bo Liu, Congcong Zhao, Mei Pan, Hailin Liao, Yun Liu, Jinpeng Zhang, Liangce Rong
Abstract
An efficient synthesis of amidated indolo[2,1- a ]isoquinolin-6(5 H )-ones has been achieved via copper(I)-catalyzed radical carbamylation/cyclization of 2-aryl- N -methacryloylindoles with substituted formamides. In this reaction, an isoquinoline ring was constructed by carbamylation of a carbon–carbon double bond in 2-arylindoles. This strategy successfully introduces the substituted amide group into the indolo[2,1- a ]isoquinoline skeleton and has advantages such as wide substituent scope, mild reaction conditions, high regioselectivity, and good to excellent yields.
Topics & Concepts
FormamidesChemistryIsoquinolineRegioselectivityAmideSubstituentArylRing (chemistry)CatalysisFormamideMedicinal chemistryCombinatorial chemistryOrganic chemistryAlkylCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques