p-TSA·H2O-Catalyzed Synthesis of 2,3-Diarylquinoline Derivatives via One-Pot Three-Component Reaction
Abu T. Khan, Simra Faraz
Abstract
Abstract An environmentally benign synthesis of 2,3-diarylquinolines is reported via a one-pot three-component reaction from arylamines, benzaldehyde, and styrene oxide in the presence of 20 mol% p-TSA·H2O at 120 °C. This protocol does not require metal catalysts, additives, and extra oxidants. Mechanistic studies confirm the crucial role of p-TSA·H2O and the use of air as the sole oxidant makes this transformation very attractive. The salient feature of this protocol is easy handling, broad substrates scope, shorter reaction time, high atom economy, regioselectivity, and good yields; and the formation of one C–N and two C–C bonds takes place in a single step.
Topics & Concepts
ChemistryCatalysisAtom economyRegioselectivityBenzaldehydeCombinatorial chemistryStyreneOxideComponent (thermodynamics)Styrene oxideReaction conditionsOrganic chemistryPolymerPhysicsCopolymerThermodynamicsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesOxidative Organic Chemistry Reactions