Transition-Metal-Catalyzed Formation Of C-N And C-C Bonds And The Applications In Organic Synthesis

This thesis is divided into two parts and each has two chapters.The first part is about the chemical conversion of lignin ?-O-4 model compounds for the synthesis of nitrogen-containing heterocyclic compounds.The first chapter introduces: 1)the importance of lignin and its valuable chemical transformations;2)the representative chemical conversion of the most common lignin ?-O-4 linkage;3)the importance and typical synthesis of imidazo[1,2-a]pyridine heterocycles;4)the synthesis of C-3 oxo-imidazo[1,2-a]pyridine heterocycles from lignin ?-O-4 models.In the second chapter,the cyclization reaction of lignin model(2-phenoxyacetophenone derivatives)with 2-aminopyridines or 2-amino benzothiazoles was demonstrated under the copper-catalytic conditions.Oxygen was used as oxidant and the only by-product is water.Notably,valuable C-3 oxo-imidazo[1,2-a]pyridine heterocycles were efficiently obtained.The second part is about the ortho-C-H functionalization of the aroylsilanes by transition metal catalysis.The third chapter describes: 1)the importance of styrene derivatives and their economic synthesis;2)special chemical properties of acylsilane,as well as its important applications in chemical conversions;3)the acylsilane served as a directing group in C-H functionalization reaction.In the fourth chapter,the ortho-C-H alkenylation reaction of aroylsilanes under ruthenium catalysis was developed.Using inexpensive ruthenium complex as a catalyst,the reaction exhibited excellent site-and stereo-selectivities,as well as broad functionality tolerance.Notably,the acylsilane is easily converted into carboxylic acid or aldehyde for further chemical modifications.