Study On The “One-Pot” Reaction Of Weinreb Amides And Halides And The Asymmetric Trifluoromethylation Reaction Of α-Keto-Weinreb Amides

The formation of carbon-carbon bonds is a resarch focus in the organic synthesis, and it has been widely used in the natural products synthesis and drugs manufacture widely. It is a common method to use Grignard reagents for the formation of carbon-carbon bonds in the organic synthesis, which has some advantages: simple operation, short reaction time, high yields and good stereoslectivities.As we know, “One-pot” reaction can offer target molecular compounds from simply raw materials without separation of intermediates, which can save time and simplify manipulation and has a potential application. “One-pot” reaction from Grignard reagents in the C-C bond formation has been a key point to chemists.The thesis mainly consists of the following three parts: Chapter one: The progress of Grignard reagents in organic synthesisThis chapter summarizes the progress of Grignard reagent in organic synthesis. Fristly, the preparation of Grignard reagents was reviewed. Secondly, the application of Grignard reagents in organic synthesis was studied. Application of Grignard reagents in addition reactions, coupling reactions and the asymmetry reactions were mainly introduced. Chapter two: Study on the “One-Pot” reaction of Weinreb amides and halides promoted by magnesium powderIn this chapter we reported a simple "one-pot" reaction for the synthesis of ketones using Weinreb amides and halohydrocarbon compounds in the presence of magnesium powder. The optimization of reaction condition s and compatibility of Functional groups were explored. There are some advantages as follows, without beforehand preparation of Grignard reagents, catalysts free, simple operations, mild reaction conditions and high yields. Chapter three: Study on the asymmetric trifluoromethylation reaction of α-keto-Weinreb amidesIn this chapter, we explored the asymmetric reactions about Ruppert reagent and α-Keto-Weinreb amides catalyzed by bifunctional chiral thioureas and bisoxazolinepyridine metal complex compouds.