Chroman‐4‐one‐Based Amino Bidentate Ligand: An Efficient Ligand for Suzuki‐Miyaura and Mizoroki‐Heck Coupling Reactions in Aqueous Medium
Danish Khan, Iram Parveen
Abstract
Abstract A new family of phosphine‐free Amino‐chroman‐4‐one ((Z)‐2‐ethoxy‐3‐((phenylamino)methylene)chroman‐4‐one) bidentate ligands ware successfully synthesised and characterised. The bidentate ligand act as efficient catalyst with combination of Pd (II) salt in the C−C bond formation and exhibited excellent performance in the Suzuki‐Miyaura and Mizoroki‐Heck coupling reaction. A broad range of substrates, including heterocyclic, flavones, Isatin and sterically hindered coupling partner, were well tolerated under the optimized reaction conditions. Metal complex and all the intermediates were formed in the catalytic cycle were characterized by mass spectrometry to support the reaction mechanism.
Topics & Concepts
ChemistryDenticitySteric effectsLigand (biochemistry)Heck reactionIsatinCoupling reactionCatalytic cycleCatalysisCombinatorial chemistryMedicinal chemistryOrganic chemistryPalladiumMetalBiochemistryReceptorCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsSynthesis of Organic Compounds