Dual Palladium/Scandium Catalysis toward Rotationally Hindered <scp>C3‐Naphthylated</scp> Indoles from <scp>β‐Alkynyl</scp> Ketones and <scp><i>o</i>‐Alkynyl</scp> Anilines
Dan Wang, Shi‐Chao Wang, Wen‐Juan Hao, Shu‐Jiang Tu, Bo Jiang
Abstract
Main observation and conclusion A new dual palladium/scandium catalysis starting from β‐alkynyl ketones and o ‐alkynyl anilines is reported for the first time, leading to the atom‐economic synthesis of rotationally hindered C3‐naphthylated indoles in moderate to good yields and high regioselectivity. This method can tolerate normal air conditions, and features the use of palladium/scandium cooperative catalysts without any ligand, facile double annulation involving various internal alkynes, and good functional group tolerance.
Topics & Concepts
ChemistryScandiumCatalysisPalladiumRegioselectivityAnnulationMedicinal chemistryLigand (biochemistry)Dual roleCombinatorial chemistryOrganic chemistryReceptorBiochemistryCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsCatalytic Alkyne Reactions