Rh(â…¢)-Catalyzed Hydroarylation Of Internal Alkynes

Transition-metal-catalyzed C-H bond functionalization has aroused increasing interest from science researchers as well as been rapidly developed as a straightforward and efficient synthetic method employed in the synthesis of functional molecules and complex natural compounds over the past few decades. Due to high catalytic efficiency, mild reaction condition, broad substrate scope of rhodium(Ⅲ)-catalyzed C-H bond activation, research on this arena has received extensive attention. In addition, as much as we know that styryl containing compounds have been widely used in organic synthesis, pharmaceutical chemistry, functional material as we as industrial manufacture because of their instinctive physical and chemical properties. This dissertation mainly focuses on the research about rhodium(Ⅲ)-catalyzed hydroarylation of internal alkynes via C-H activation. The main study details are depicted as follows:A versatile rhodium(Ⅲ)-catalyzed hydroarylation of internal alkynes via C-H bond activation is developed, which uses N，N-dimethylaminocarbonyl as directing group and doesn’t need an external oxidant. This protocol exhibits an exceptional functionality-compatibility owing to its extremely mild reaction condition, provides the target compounds in high yields. Furthermore, kinetic isotope effects and deuterium-incorporation experiments are also carried out and a plausible mechanism is proposed to account for this reaction, basing on the experiment results. The synthetic method we developed hererin provides a facile and highly efficient synthetic method for synthetical useful olefin moieties introduction.