Studies On Copper-catalyzed Heck Reaction And Synthesis Of Benzoate Derivatives

The transitional metal-catalyzed Heck reaction and oxidativecoupling reaction is one of the important methods in organic synthesis,affording the formation of C-C and C-O bonds. Copper is a cheap, lowtoxicity and commercial availability. The use of copper salts has beenwinning high prestige in transitional metal-catalyzed organic reactionsdue to its advantages. This thesis will be focused on copper-catalyzedHeck reaction and synthesis of benzoate derivatives.In chapter one, recent advances in the transitional metal-catalyzedHeck reaction and synthesis of benzoate derivatives were reviewed.In chapter two, we investigated copper-catalyzed Heck reaction ofaryl halides with acrylates. A novel ligand-free Cu₂O/TMAB-catalyzedHeck reaction of various aryl halides with acrylates has been developed,achieving a set of the corresponding cinnamates in moderate to goodyields. The important features of this methodology are simple operation,broad substrates scope, high yielding and high regioselectivity.In chapter three, we explored copper-catalyzed oxidative couplingreaction of acyl chlorides with arylboronic acids under an O₂atmosphere, providing benzoate derivatives in good yields.In chapter four, the typical experimental procedures, spectra data ofthe corresponding products were described.