Pd-catalyzed C-H Arylation Assisted By Bidentate Directing Group

Hydrocarbon is one of the most basic chemical bonds in organic compounds. In re-cent years, C-H activation, which is attracting more and more attention, became a hot topic. Chemical synthesis based on C-H activation strategy can simplify the starting material and shorten the reaction process. We can synthesis the target conpound which is difficult to be obtained by traditional method via C-H activiation in an atom-economic manner. It is an economical and efficient approach to synthesis a complex compound by direct functionali-zation of C-H bond. Over the past decade, strategy of selectively activate a specific hydro-carbon assisted by a directing group has become the interest of chemical workers. Herein, the studies of C-H arylation directed by bidentate directing groups and therefore produce a series of arene substituted compounds was described. The main contents are as follows: 1. Pd catalyzed olefinic C-H arylation assisted by 8-aminoquinolineCarbon carbon double bond is a common building block in organic synthesis and large number of them possess biological activities. Obviously, the study of trans olefin synthesis have made a great progress while method toward the comparatively instable cis olefins were less studied. The methodology of Pd catalyzed C-H activation was the earliest and most studied reaction type in the fields of C-H activation as well as an important part of organic synthesis. This project explores Pd catalyzed aminoquinoline-assisted vinylic C-H arylation of acrylamide for the selective synthesis of cis olefins. Oxone was proved to be a key role in improving selectivity. Thus, we believe this oxidant can effectively inhibit the Heck-type reaction and accordingly improved Z/E selectivity. 2. Pd catalyzed aromatic C-H arylation of amino acids derivate directed by picolineamideIn addition to being the subunit of peptides and proteins, amino acids are employed in total synthesis and ligand elaboration as chiral building blocks, chiral ligands, or chiral catalysts. Because of their broad spectrum of applications and the limited number of amino acids genetically encoded, there is an urgent for developing new methodologies for the chemical modifications of amino acids and peptides directly. This paper aims to study Pd catalyzed C-H arylation of the amino acids derivate assisted by picolineamide and there-fore picolineamide directed C-H arylation of amino acids for synthesis of unnatural amino acids was described.