The reactions of transition metal catalyzed cross-coupling C-S bond formation have been widely used in organic synthesis, the synthesis of natural products and pharmaceuticals. The general methods for the C-S coupling require halogenated benzene, base, and ligands. Generally, the C-S coupling reaction will face some problems, such as cost, reaction temperature and environment protection. This project is to explore how to choose the most appropriate reaction conditions to C-S coupling reaction. The reaction includ the use of cheap transition metal catalyst, reducing the amount of the catalyst and ligand, to shorten the reaction time, the use of more environmentally friendly solvents etc. So that the whole reaction can be achieved cheaper, convenient and consistent with green chemistry aims. And we used Electrospray Ionization Mass Spectroscopy to identify reaction intermediates and perpose speculate reaction mechanism.