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Study On New Synthetic Ways Of Heterocyclic Subst Ituted Guaiazulene Compounds

Posted on:2022-01-14Degree:MasterType:Thesis
Country:ChinaCandidate:S T GuoFull Text:PDF
GTID:2491306476475214Subject:Organic Chemistry
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The research history of heterocyclic compounds has a long history,especially in the development of new drugs.Azulene chemistry is an important branch of non-benzene aromatic hydrocarbons and has unique chemical,physical and biological activities.Therefore,the study of its structural modification and activity has become a new research field in organic chemistry.In this thesis,the work is carried out through the study of new synthetic ways of heterocyclic substituted guaiazulene compounds.First,the formyl group is introduced at the 1-position of guaiazulene,Then,The azulene derivatives containing indeno[1,2-b]quinoline structure were prepared by condensation of 1-formyl guaiazulene,enaminone and 1,3-indanedione.Secondly,under the catalysis of iodine,through the cyclization reaction of 1-formyl guaiazulene and o-phenylenediamine derivatives,the synthesis of 2-(guaiazulene-1-yl)-1Hbenzo[d]imidazole derivatives has been achieved.Finally,through the reaction of guaiazulene and heteroaromatic aldehyde under the a ction of acid,The intermediates of arylmethylene guaiazulene salts were synthesized,and t hen subjected to nucleophilic substitution reaction with malononitrile to obtain 2-[(guaiazu lene-1-yl)(heteroaryl)methyl]malononitrile.
Keywords/Search Tags:guaiazulene, heterocycle, indeno[1,2-b] quinoline, malononitrile, benzimidazole, synthesis
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