The Consturciton Of Indole-containing Heterocycles Via Multicomponent Reactions

Multicomponent reactions (MCRs) have been viewed as an indispensable tool for generating libraries of molecules for the discovery of biologically active leads and potential drug candidates for organic and pharmacological chemists by productivity, ease of execution and atom economical efficiency. The indole ring system is probably the most ubiquitous heterocycle in nature. 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. In this dissertation, our attention mainly focuses on the construction of indole-containg heterocycles via multicomponent reactions.PartⅠ: A series of 6-(1H-indol-3-yl)-4H-furan deraivatives were synthesized via multicomponent reactions of 3-cyanoacetylindoles, aldehydes and malononitrile accelerated by ultrasonic irradiation. Prominent among the advantages of this new method are operational simplicity, high yields, and short reaction time.PartⅡ: A novel series of indole-containing spiroindoline derivatives were obtained in high yields from a three-component reaction of 3-cyanoacetyl indoles, isatins, and 1H-pyrazol-5-amines in HOAc/H2O.PartⅢ: A new series of unaromatized indole-containing heterocycles were attained via three-component reaction of 3-cyanoacetylindoles, aldehydes and 3-amino-2-enones/enoates. If an appropriate oxidant was added, aromatized compounds were produced. Unaromatized and aromatized products could be obtained easily by this new method.