Synthesis Of Triazine And Acridine Derivatives Under Microwave Irradiation

This thesis consists of three parts.The first part shows the application of microwave technology in the synthesis oftriazine and acridine heterocyclic compounds home and abroad, the base of the selectionof the subject, the innovation points and research methods.In the second part, the multicomponent construction of triazine compounds undermicrowave irradiation has been developed. A series of triazine products weresynthesized in DMF (dimethyl formamide) through one-pot three-component reactionof isothiocyanates with aryl amidines using sodium hydroxide as a base promoter. Thescope of this method is very broad, and work-up is simple, avoiding the use ofexpensive metal catalyst and isolation of intermediates.The third part developed a novel microwave-assisted multicomponent dominoreaction. The nonacyclic fused acridine derivatives was synthesized from simple andeasily accessible starting materials including isatins and N-aryl enaminones, withconcomitant new formation of up to five rings, eight σ bonds and four quaternarycarbon centers. In this reaction, acetic anhydride was employed as a solvent, and110oCwas used as reaction temperature. The reaction process involved ring-open of isatins,intramolecular cyclization, and [2+2] cyclization. This high regioselective reactionreflects the high utilization of the active sites on the substrate units and highatom-economy.The structures of products are characterized by IR spectrum and hydrogen nuclearmagnetic resonance (NMR) and a part of products’ structures are confirmed by thecarbon nuclear magnetic resonance (NMR) and high resolution mass spectrometry aswell as the single crystal X-ray diffraction. At the same time, the author put forwardwith the possible reaction mechanism about the reaction process.