Study On The Synthesis Of Indole-Containing Spirocyclic Compounds

Multicomponent reactions (MCRs) have attracted increasing attention by virtue of their convergence, productivity, ease of execution and generally high yields of products. As a result, it has become a powerful tool for generating libraries of molecules for the discovery and structural optimization of biologically active leads and potential drug candidates. In addition, indole derivatives have long been the focus of considerable attention due to their abundant existence in numerous nature products as well as their extensive applications in biological and pharmacological area.In this dissertation, our attention mainly focuses on the construction of indole-containg spirocyclic compounds via one-pot multicomponent reactions.PartⅠ: An efficient and one-pot synthesis of novel spirooxindole derivatives via three-component reaction of isatin, 5-amino-3-methylpyrazole and 1,3-dicarbonyl compounds in aqueous medium is described. The advantages of this method include high efficiency, mild reaction conditions, convenient operation, and environmentally benign conditions.PartⅡ: An efficient one-pot synthesis of spiro[indoline-3,4'-pyrazolo[3,4-e][1,4] thiazepine]dione derivatives via three-component reaction of 5-amino-3-methylpyrazole, isatin, and thioacid is described. Particularly, valuable features of this method include the good yields of the products, broader substrate scope, mild reaction conditions, and convenient operation and the straightforwardness of the procedure.PartⅢ: A facile and efficient entry into spiro[indoline-3,1'-pyrazolo[1,2-b] phthalazine] derivatives via three-component reaction of phthalhydrazide, isatin, and malononitrile (cyanoacetic ester) has been disclosed. Particularly fascinating characteristics of this protocol include high efficiency, mild reaction conditions, one-pot procedure, and easy handling.