The Study On The Reactions Of α,β-Unsaturated Ketones With α-Bromoacetamides Induced By Zinc

The reactions ofα,β-unsaturated ketones andα-bromoacetamides in the presence of zinc powder were studied in this thesis. To get the optimum condition, the effects of catalyst, solvent, temperature, time and the proportion of the reactants were examined, and a mild reaction condition was found. On the basis of this, we studied the chemoselectivity of the reactions. All products we synthesized are unknown compounds and their structures have been determined by IR, 1H NMR, and the chemoselectivity of the reactions are satisfying because only 1,2-addition products were obtained and no 1,4-addition products as concomitant. In a word, the reactions bear important advantages in terms of mild condition, economy and good chemoselectivity.Furthermore, the X-ray crystal analysis of the compound , namely, (E)-N,N- diethyl -3-hydroxy-3,5-diphenylpent-4-enamide, also confirmed the structure of the product.The good chemoselectivity of the reactions can be interpreted by the HSAB theory (the concepts of hard and soft acids and bases).