Studies On The Directed C-C/C-N Formation Through Transition Metal Catalysis

Transition metal catalyzed C-H/N-H bond activation has become the most powerful and straightforward tools in building C-C/ C-N bonds because its highly efficient, environment-friendly and atom-economic organic transformations for the construction of complex molecules. In recent years, the research of this kind of reaction is just unfolding, and many efforts have been focused on the application to the synthesis of natural products, drugs molecular and functional materials, which greatly shortens the reaction steps, improves the yield of reaction. But with the progress of social development, it also faces many challenges: 1. Expensive metal catalysts(Rh, Ir, Pd, etc.). 2. Regional selectivity problem(spatial configuration options, the reaction site selection, etc.). 3. Removal directing groups. This dissertation herein mainly focuses on the studies of above three points to build C-C/C-N bond, the main research contents and results are as follow:1. An efficient hydroamidation of benzylamides with internal alkynes catalyzed by Ru(II) has been developed. Various(E)-enamides were afforded in up to 95 % yield. The protocol featured excellent regio- and stereoselectivity, widely functional group tolerance, and easily accessible starting materials.2. Co(II)-catalyzed direct isoquinolines synthesis by using the picolinamide as a traceless directing group was developed. The highly efficient protocol featured excellent functional-group tolerance, under metal-free oxidant conditions. Futhermore, 1-substituted or 1-unsubstituted isoquinolines can be applied smoothly and traceless directing group.