Study On The Synthesis Of Spiro [Indoline-3,4’-Pyrano [2,3-C]Pyrazole]Derivatives And Diindolyl Oxyindoles Derivatives

Multi-component reactions (MCRs) are synthetically useful organic reactions, in which three or more starting materials react to directly build up complex molecular structure in a one-pot procedure without the isolation of intermediates. It has become a powerful tool for generating diverse and complex compounds. MCRs have the advantages such as commercially available starting materials, simple operation, and high atomic economy and so on. MCRs have received widespread concern by organic synthesis and drug synthesis chemists recently. Up to now, MCRs have been successfully applied to various fields, especially in the pharmaceutical synthesis. In line with the principle of green and atom economy, our attention mainly focuses on the construction of indole-containing heterocycles via multi-component.Part1:One-pot synthesis of spiro[indoline-3,4’-pyrano[2,3-c]pyrazole] deri-vatives in water catalyzed by L-proline The spirooxindole derivatives widely exist in some natural products. Spiro compounds containing indole structure are particularly important. Indole derivatives have long been the focus of considerable attention of chemical and biological researchers due to their extensive applications in biological and pharmacological area. We have investigated an efficient four-component reaction of isatin, hydrazine hydrate or phenylhydrazine, p-keto ester, and malononitrile to afford a series of spiro[indoline-3,4’-pyrano[2,3-c] pyrazole] derivatives catalyzed by L-proline in water. Prominent advantages of this new method are environmental friendliness, operational simplicity, and high yields.Part2:One-pot synthesis of diindolyl oxyindoles derivatives catalyzed by p-TSADiindolyl oxyindoles are important heterocyclic compounds. Recently, diindole derivatives have gained considerable attention due to their extensive biological activities, especially in the field of anti-cancer drugs. A simple and efficient method has been developed for the synthesis of various diindolyl oxyindoles through a reaction of isatins or acenaphthenequinone with indoles in the presence of p-TSA. The advantages of this method include short reaction time, high reaction yield, and simple work-up procedure.