论文部分内容阅读
Over the past few decades, Carbon-Carbon (C-C) and carbon-heteroatom (C-Y)bond formation are among the most important processes in chemistry because theywidely exist in natural products, pharmaceutical industry, and materials science andprovide key steps in building more complex molecules from simple precursors. The C-C bond formation via deyhrogenative cross-coupling (DCC) reactions hasemerged as one of the most important topics in the field of metal-catalyzed C-H bondactivation.It provides the pillar for the next-generation of chemical synthesis with aneye on green chemistry due to various benefits, such as eliminating prefunctionaliza-tion step of coupling substrates, lower cost and minimized waste. This dissertation mainly contains the following sections. The first chapter is a review of α-C(sp3)-H bond functionalization adjacent tooxygen and nitrogen atom with carbon and heteroatom pronucleophile through DCCmethods.These reactions are arranged on the base of oxidative coupling between α-C(sp3)-H bonds adjacent to an oxygen and nitrogen atom with other C-H bondincluding (sp3, sp2 and sp) and heteroatom(C-X) include (N, O and P) and categorizedby metal and non-metal catalyzed DCC reactions respectively. The second chapter describes a C(sp3)-C(sp2) bond formation between pyridinesand ethers via DCC reaction in the presences of Sc(OTf)2 and oxidant DTBP.A highlychemoselective and regioselective DCC reaction of unactivated pyridines with cyclicor acyclic ethers has been developed to give the corresponding coupled pyridines insatisfactory yields.The DCC reaction affords an efficient and greener synthesis for arange of new pyridines derivatives.A possible mechanism involving radicalsubstitution is proposed. The third chapter is about synthesis of α-aryl α-amino acid ester from oxidativecoupling between N-aryl glycine esters and phenols or phenol derivatives under theconditions of using Cu(OAc)2 and DTBP as catalyst and oxidant respectively.A seriesof new compound of N-aryl glycine esters containing phenols or its derivatives can besynthesized with highly ortho regioselectivities in moderate to excellent yields.Apossible mechanism involving aromatic electrophilic substitution is proposed.