This thesis includes two chapters. Chapter one describes enol ester formations from carboxylate salts and alkenyl potassium trifluoroborate salts. The optimized conditions utilize a catalytic amount of copper (I) salts with DMAP as ligand/base in MeCN at 60°C over 24h under an atmosphere of oxygen in the presence of 4A molecular sieves. This protocol was extended to carboxylic acids as coupling partners without adding extra base.Chapter two describes a mild protocol for preparation of aryl and alkenyl sulfones from organoboronic acids and sulfinic acid salts. The method tolerates a wide variety of substituents on the boronic acid, including amide, aldehyde, halide and nitro functionalities, as well as ortho-substituents. In general, the reaction is found to be influenced by electronic factors on the boronic acids, with neutral and electron-rich organoboronic acids giving good to excellent yields of the sulfones.