The Synthesis Of Chalcones Containing Azole By Copper-Salt Catalyzed C-N Bond Coupling Reaction

The copper-salt catalyzed Ullmann cross-coupling is a powerful tool for theformation of C-N bond. In this thesis, chalcones containing substituted imidazole weresynthesized via improved Ullmann cross-coupling, with the expectation of their biologyactivity.In the first section, Ullmann Cross-Coupling, in which imidazole and substitutedimidazole were coupled with p-Bromoacetophenone, was carried out catalyzed withcysteine/CuI or Ferrocenylimine/Cul. The developed optimum condition in the catalystsystem was azole (1.5 eq.), p-Bromoacetophenone (1 eq.), K₂CO₃(2 eq.), cysteine/CuI(0.05 eq.), temperature (130-150℃) and DMSO(4.4 eq.). Compared with the classicalUllmann coupling, the advantage of our catalyst system is that more lower reactiontemperature was achieved and less cost was needed via the use of CuI. Moreover,cysteine was employed instead of phosphine ligands that had a bad effect onenvironment.In the second section, Claisen-Schmit condensation reaction was carried out tosynthesize a kind of unknown chalcones, which were then characterized by ¹³CNMR,¹HNMR, IR, and MS. And the total number of the chalcones synthesized is twentyseven.Biology activity of chalcones containing azole are under examination...