The Study Of Constructing Quinazoline(ketone) Derivatives Via Oxidation Coupling Reaction

Nitrogen heterocyclic compounds have widely application in medicine and pesticide.Especially widely exists in the nature of quinazoline and quinazoline ketone compounds,which has significant value in biological activities and pharmacological activities.More and more attention researchers' attracted on the study of this synthetic methods.Traditional synthesis method of quinazoline ketone has some defects,for example,the preparation of starting materials need red tape,reaction conditions are harsh,reactions require special subsequent processing and the substrate adaptability is poor,So find an efficient and convenient method of synthetic quinazoline ketone compounds have become a big challenge;Also,have functionalized in 4-quinazoline compounds is a hotspot research in recent years.We utilized the quinazoline N-oxide which synthesized by our laboratory reacted with alcohols,formamide compounds under simple condition.This reaction has get quinazoline ketone compounds and quinazoline N-oxide derivatives,which also through oxidation coupling reaction.This paper mainly includes the following three parts research content:?1?This paper described that quinazoline N-oxide reacted with alcohols under the condition used the CuCO₃·Cu?OH?₂ as the catalysis and the temperature was up to 60 ?,thus it could produced a series of quinazoline ketone compounds,with a mild reaction conditions,simple operation,having a wide substrate scope.?2?This paper described that quinazoline N-oxide reacted with formamide compounds under copper-catalyzed to synthesis of quinazoline ketone carbamate compounds.The structure of this compounds not only have quinazoline ketone,but also have carbamate structure,this two structures in biological and pharmacological aspects has special applications.?3?This paper described that reacted with alkyl alcohol realized construction of Csp2-Csp3 in KI and the temperature was up to 100 ? condition,which also happened oxidation coupling reaction,this condition is green and sustainable,also the operation is simple.This paper implements the efficiently synthesis of quinazoline ketone compounds and quinazoline N-oxide derivatives under green and mild conditions.