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Investigation On The Synthesis Of N-Containing Fused Heterocyclic Based On Tandem Reaction And Their Activity

Posted on:2021-04-19Degree:MasterType:Thesis
Country:ChinaCandidate:Y F LiangFull Text:PDF
GTID:2404330611496010Subject:Pharmaceutical
Abstract/Summary:PDF Full Text Request
N-containing fused heterocyclic are an important component of heterocyclic compounds,among which pyrrolo[2,1,5-cd]indolizine derivatives and imidazo[1,2-a]pyridine derivatives are widely used in natural products,medicine,organic materials,pesticides and other fields.In this context,a series of pyrrolo[2,1,5-cd]indolizine derivatives and imidazo[1,2-a]pyridine derivatives were designed and synthesized by series reaction synthesis strategy in an efficient,friendly and atomic economical way.The main research contents and results are as follows:1.The visible-light induced intermolecular [3+2] alkenylation-cyclization tandem reaction of indolizine and olefin has been developed.This reaction provided a novel metal-free double C(sp2)-H bond oxidation coupling of indolizines with electron-deficient alkenes.A series of pyrrolo[2,1,5-cd]indolizine derivatives with a large ?-system were synthesized through this cascade reaction.The research showed that,this method features easily available starting materials,good functional group tolerance,step-economy,high efficiency and mild conditions.It provided a new green strategy for the construction of pyrrolo[2,1,5-cd]indolizine.In addition,the pyridine ring modified pyrrolo[2,1,5-cd]indolizine was synthesized and its photophysical properties were investigated.It was found that it had excellent blue fluorescence.2.An acid-catalyzed three-component tandem reaction of pyridin-2-amine and 3-phenylpropiolaldehyde has been developed,and a series of imidazo[1,2-a]pyridine derivatives were constructed with high regioselectivity.This strategy had wide substrate applicability,mild reaction conditions and simple operation,which provided an efficient and green way for the construction of various substituted imidazo[1,2-a]pyridine compounds.In addition,the biological activities of these compounds were studied preliminarily,and the results showed that these compounds had good anti-tumor effect on A549 cells.
Keywords/Search Tags:N-containing fused heterocyclic, visible light, metal-free catalyzed, tandem reaction
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