The Construction Of Heterocyclic(Spiro) Compounds Via Multicomponent Reactions Using Acenaphthenequinone

Naphthoic acid is the core skeleton of many biologically active natural productsand pharmaceutical compounds. Some naphthoic acid and its derivatives play a key rolein the treatment of certain human diseases and infectious diseases, so these compoundshave drawn increasing interests from chemical and biological workers.Multi-component reactions（MCRs）, because of its efficient, simple and atom economyadvantages，is becoming to be an indispensable tool for new drug research. A largenumber of structurally diversitial and complexitial compounds can be achieved quicklyvia multi-component reactions, so MCRs is usually used for optimizating and screeningthe pharmacologically active signs of the former conductor. This thesis explores therules, which acenaphthenequinone participated to design and synthesize the heterocyclicor spiro compounds containing naphthoic acid or naphthoic skeleton with more than oneactive sites via MCRs. This dissertation includes the two following aspects:Part Ⅰ: A series of naphthoic acid deraivatives bearing indole and pyridine skeletonwere synthesized via MCRs using3-cyanoacetylindoles, acenaphthenequinone andsubstituted amino pyrazole in acetic acid at120oC. The prominent advantages of thisnew reaction are operational simplicity, high yields, short reaction time andenvironment friendly. At the same time, acenaphthenequinone does not occurloop-openning by controlling the further reaction conditions, which efficientlygenerated the spirocyclic products.Part Ⅱ: We focus on using1,3-dicarbonyl compounds, acenaphthenequinone andamino pyrazole to exploe the further reaction laws using acenaphthenequinone viaMCRs in HOAc system, and get high yields of heterocyclic or spiro compounds.