Palladium-Catalyzed Domino Heck Cyclization/Suzuki Coupling Reaction

Oxindoles derivatives,which are widely found in natural products,pharmaceutical molecules and organic synthesis intermediates,these compounds are an important heterocyclic skeleton.Over the past few decades,the development of highly efficient strategies for the synthesis of functionalized oxindoles derivatives have attracted the attention of chemists.Compared with the traditional modification of the oxindoles skeleton,the synthesis of oxindoles derivatives by Domino Heck cyclization reaction has higher atomic economy and step economy,and becomes an important method for synthesizing such compounds.In recent years,transition metal catalyzed Domino Heck cyclization has achieved many breakthroughs.The palladium-catalyzed reaction system has the characteristics of strong substrate compatibility and high functional group compatibility,which is the most widely used catalytic reaction mode.In the first part of this thesis,we review the research progress of Domino Heck cyclization reaction and oxindoles derivatives.In the second part,based on the work of the previous researchers,we developed a method of highly efficient and simple palladium-catalyzed Domino Heck cyclization/Suzuki coupling reaction of N-aryl acrylamides with aryl boronic acids to synthesize a series of 3,3-disubstituted oxindoles derivatives.The reaction substrates are easy to prepare,which has wide functional group compatibility,and has mild reaction conditions and high yields.