Palladium-Catalyzed Decarboxylative Ortho-Acylation Of N-Nitrosoanilines With α-Oxocarboxvlic Acids

In recent years, transition-metal Pd-catalyzed reactions have got great development, they are very effective methods for the synthesis of various natural molecules and drug molecules, and they are also very important research area in organic synthesis. Transit ion-metal Pd-catalyzed C-H bond functionalization reactions, via the directing group, could achieve the formation of carbon-carbon, carbon-oxygen, carbon-halogen, carbon-nitrogen and carbon-sulfur bonds. Compared with previous methods, direct C-H bond activation reactions have more advantages:avoiding pre-functionalized materials, improving the reaction efficiency, greatly reducing the reaction steps, achieving the atom economicy, and they have become very effective and important methods in organic synthesis.In this thesis, we have demonstrated the palladium-catalyzed decarboxylative orrho-acylation of N-nitrosoanilines. When using Pd(OAc):as the catalyst, K2S2O8 as the oxidant,1,4-dioxane/HOAc (7:3, v/v) as the solvent, N-nitrosoanilines can react with α-oxocarboxylic acids to provide acylated N-nitrosoanilines. This protocol can be applied to a varieties of N-nitrosoanilines and α-oxocarboxylic acids in moderate to good yields with a broad substrate scope and good regioselectivity.