To Explore Cu-Catalyzed Oxidative Amidation of Cinnamic Acids / Arylacetic Acids with 2-Amines

Abstract

When it comes to pharmaceutical components in particular, air-and moisture-sensitive organometallic species might be problematic due to their inherent contamination, functional group compatibility issues, and stringent reaction conditions. The method's synthetic value was further shown by conducting a gram scale reaction under standard circumstances using cinnamic acid and morpholine. This reaction yielded the intended product, 1-morpholino-2-phenylethane-1,2-dione (3a), in 51% yield. The reaction's viability was assessed by meticulously manipulating a model reaction involving isatin and (E)-3-(benzylamino)-3-(methylthio)-1-phenylprop-2-en-1-one, changing variables including catalyst, solvent, temperature, and molar concentration of the reactants. The results of the control tests, the products' isolation, and the current literature are used to construct a plausible mechanism.
Keywords: Cinnamic, Acids, Amines, Synthesis And Α-Ketoamides