The Studies On The Palladium-Catalyzed Decarbonylative Couplig Of Isocyanides With Carboxylic Acids

In recent years, modulating the reactivity of isocyanides by transition metals and development of novel transformations of isocyanides have attracted much attention. A series of important organic functional molecular structures have been constructed via these new methods. In this thesis, we have developed two novel transition metal catalyzed transformation of isocyanides with carboxylic acids and alkyl amines. Through the investigation of these two reactions, the interactions between isocyanides and transition metals have also been explored, and novle methods for the synthesis of amides and a-amino acids have been developed. The main contents are as follows:First, the palladium-catalyzed decarbonylative coupling of isocyanides with carboxylic acids have been studied. The reaction conditions have been optimized and the substrate scope has been investigated. Through these studies, the reactivity of palladium complexed isocyanides and the controlling methods on it have been explored, and an intentative mechanism has been proposed.Second, the direct synthesis of a-amino amides by iron-catalyzed oxidative Ugi-Type reaction involving isocyanides and N-alkyl amide that protected by easily removable acyl groups has been studied. The target product has been successfully obtained. But through further investigation, we find that the substrate scope is very limited, and the efficacy of this reaction is very low. A possible reaction mechanism has been proposed, and possible reasons for the low efficiency of this transformation have been discussed. These will do a favor to the future research on the transformation.