Study On The Transition Metal-catalyzed One-pot Synthesis Of Benzimidazothiazolines And Furodiazepines

Nitrogen-containing heterocyclic stents exist widely in various molecules,such as natural products,drugs,functional materials and agrochemicals.Numerous nitrogen-containing heterocyclic compounds have shown great significance in many fields.From theoretical research to drug synthesis,nitrogen-containing heterocyclic compounds can be found everywhere.With the emergence of more and more nitrogen-containing compounds with medical effects,the synthesis of the structure of the compound has attracted the interest of a great many chemists and has got widespread attention.Transition metal catalysis exists in a mass of aspects of organic synthesis and holds an important position in the field of synthesis,especially in the synthesis of valuable heterocyclic compounds.Transition metals tend to be more economical,convenient and efficient.Copper-catalyzed coupling reaction is one of the most effective methods to form carbon-carbon bonds,carbon-nitrogen bonds and carbon-oxygen bonds,and has been widely applied in many fields of organic chemistry.The main content of this work is based on the research on the one-pot synthesis of related nitrogen-containing heterocycles catalyzed by two transition metals of gold and copper.The main content includes the following three parts:The first part briefly summarizes the development process of copper and gold catalyzed tandem reactions,as well as the related research and application of intramolecular/intermolecular reactions to construct nitrogen-containing heterocycles.The second part mainly discusses the intramolecular C-N oxidative coupling reaction between isothiocyanate and propargylamine through the addition/cyclization of copper-catalyzed isothiocyanate and propargylamine under the action of high-valent iodine,thereby synthesizing a series of benzimidazothiazolines class compound.Compared with the previous method,the conditions of this method are mild,the experimental steps of the one-pot method are simple,and the initial raw materials are also simple and easy to obtain.This method can effectively obtain benzimidazothiazoline compounds containing various substituents.The third part mainly explores the calization/[4 + 3] cacloaddition reaction of ynamide substrates with N-alkoxy-α-bromoamide after the formation of furan aza-conjugated diene intermediates under gold catalysis.Under gold catalysis,the cyclization is rapid and efficient.Furthermore,the intermediate continued to undergo [4 + 3] cycloaddition reaction with N-alkoxy-α-bromoamide to obtain the furodiazepine containing heterocyclic compound.