Study On The Addition Reaction Of Ruthenium Catalyzed Isocyanide With P-tosylate Azide And Oxygen Nucleophiles

The skeletal structure of sulfonylisourea compounds is the parent nucleus of various natural products and drug molecules,which has important physiological and pharmaceutical activities.Therefore,the synthesis of sulfonylurea derivatives has attracted people's much attention.In the past,reports on the synthesis methods of sulfonylurea compounds mainly utilized the nucleophilic addition reaction of various O,N,and S nucleophiles to carbodiimide compounds,and finally produced the corresponding sulfonylurea compounds..Although this method is relatively effective,there are shortcomings such as narrow range of substrates,difficulty in preparation,and long reaction time.Therefore,it is very desirable to establish a simple,efficient,one-step method for the synthesis of sulfonylurea derivatives.In addition,isocyanide compounds are a very important class of organic synthons in organic chemistry and are often used in the synthesis of many nitrogen-containing compounds and nitrogen-containing heterocycles.In this field,the insertion reaction of isocyanide compounds under the catalysis of transition metals has attracted widespread attention from scientists and has achieved many important results.Although it has been reported that isocyanide compounds,azide compounds and alcohols reacted in series under the catalysis of transition metals to produce alkoxysulfonylisourea compounds,the above reaction is only applicable to alcohol compounds as nucleophiles.Therefore,in the presence of transition metals,various types of oxygen nucleophiles,such as phenols,alcohols,reacted with isocyanides,and azides in a simple and efficient way to produce oxysulfanilide compounds is deeply expected.Therefore,the use of isocyanide compounds to achieve insertion reactions with various nucleophiles has important chemical significance in organic synthesis.In this dissertation,metal ruthenium is used as catalyst to synthesize sulfonylisoureas by using isocyanide compounds,azide compounds and a metal hydrazine to form an intermediate dicarbimide,the sulfonylisourea compound is synthesized simply and efficiently by its addition reaction with phenol or alcohol.This reaction not only has the advantages of cheap raw materials,easily available,high yield,but also provides a new method for the synthesis of sulfonylisourea compounds.