Study On The Construction Of Nitrogen-Containing Heterocyclic Compounds

Nitrogen-containing units widely exist in natural products and pharmaceuticals.Simultaneously,those compounds are versatile and important building blocks in organic synthesis.Particularly,those with fused-cyclic or spiro compounds are widely used in the preparation of natural products,biologically active molecules and pharmaceuticals.The significance of these interesting compounds has stimulated chemists to develop numerous new efficient methods to access these important molecules.However,there are still some challenges and chances in this area for successful,efficient and more simple organocatalytic protocols for the construction of nitrogen-containing compounds.Herein,we wish to report our original work on the synthesis of nitrogen-containing compounds by exploring efficient methods in excellent yields.In the second part,the 1,3-dipolar cycloaddition of 2-alkylidene-1-indanone with azomethine imines has been developed successfully promoted by potassium carbonate to construct a variety of spirocycles containing fused-cyclic efficiently,affording the corresponding compounds in excellent yields(up to 99%).The highly efficient catalytic system exhibited broad substrate scopes under mild conditions.When we investigated the 1,3-dipolar cycloaddition of 2-alkylidene-3-benzofuranone or 3-alkylidene-2-benzofuranone with azomethine imines.To our delight,the reaction smoothly proceeded,and the desired products were still successfully obtained in moderate to good yields,respectively.Another focus was on the construction of homoallylic alcohol-quinazolinone compounds.Quinazolinone derivatives widely exist in natural products and biologically active compounds.The significance of those molecules has stimulated intensive interests to develop numerous excellent manufacturing approaches.In this part,the allylation of 2-ketone carbonyl substituted quinazolinone compounds promoted by organic catalysts is used to furnish homoallylic alcohol-quinazolinone compounds with quaternary stereo genic centers and overcome the disadvantages existed in the synthesis of those compounds.The allylation of quinazolinone derivatives containing Lewis base unit to activate allyl silicon,improve the reactive of carbonyl group has been developed successfully to construct a variety of homoallylic alcohol-quinazolinone compounds affording the corresponding compounds in excellent yields(up to 97%).Further applications of this methodology in pharmaceutical intermediates and new pharmaceutical preparations are underway.The studies about this work will provide new methods to construct homoallylic alcohol compounds and more diversified quinazoline derivatives as active molecules for life and new drug screening.The 1,2,4-triazole compounds developed by organic synthesis methodology,can be further derivatized.Using the idea of intermediate derivatization,derivatized with the active fragment of the industrial strobilurin compound to obtain the novel trioxazole-containing strobilurin compound.These new compounds were screened for pesticide drug activity,to our surprise was that we obtained one compound with insecticidal activity,and this compound can be used as a lead compound,with further structural modification,to obtain highly biologically active compounds.