Study On The Synthesis Of Novel Guaiazulenyl Heterocyclic Compound

The synthesis of heterocyclic compounds is an important part of organic chemistry.Heterocyclic compounds occupy a unique position in the field of functional materials.Guaiazulene is a natural organic substance that exists in nature,has unique physical,chemical and biological activities and is widely used in medicine,chemical industry and other fields.Therefore,it is of great significance to design and synthesize a new type of guaiazulenyl heterocyclic compound.This thesis consists of the following four chapters:The first chapter is a literature review,which introduces the amidine chemistry and its research status,the Paal-Knorr reaction and its application in the synthesis of heterocyclic compounds.The research purpose,content and significance of this paper.The second chapter is the synthesis of guaiazulene derivatives base d on pyrrole heterocyclic compounds.Firstly,3-acetyl-4-(guaiazulene-1-yl)hexane-2,5-diketone intermediates,easily preparation by a three-compone nt condensation of guaiazulene,methylglyoxal and acetylacetone,then,with primary amines via Paal-Knorr reaction,guaiazulenyl pyrrolidine d erivatives were successfully prepared.The third chapter is the synthesis of guaiazulene derivatives with furan heterocyclic compounds.Using guaiazulene,methylglyoxal and diketones as raw materials,under the catalysis of p-toluenesulfonic acid,through Friedele-Crafts alkylation and Paal-Knorr reaction,furan-substituted guaiazulene derivatives.The fourth chapter is the synthesis of guaiazulene derivatives with indoleheterocyclic compounds.The indole-modified guaiazulene derivatives were synthesized by a catalyst-free,three-component reaction of guaiazulene,methylglyoxal and enaminones under mild conditions.