铱催化ω-苄基苯乙酮类化合物的合成研究

Iridium-catalyzed Synthesis of Beta-phenylpropiophenone Compounds

以碳双三苯基膦氯化铱(Ir(Pph_3)(CO)Cl)为催化剂,3,3-二苯丙基-2-丙烯-醇类化合物(1a^1g)为原料合成ω-苄基苯乙酮类化合物(2a^g),其结构经过核磁共振氢谱、碳谱和元素分析表征确认。以3,3-二苯丙基-2-丙烯-醇(1a)为模板,研究了催化剂、物料比γ[n(3,3-二苯丙基-2-丙烯-醇):n(Ir(Pph_3)(CO)Cl)]、溶剂以及温度对2a产率的影响。确定了最终的反应条件为:温度为100℃,催化剂为3 mmol%的Ir(pph_3)(CO)Cl,溶剂为甲苯,碱性添加剂为K_2CO_3,并通过最优条件合成了7种羰基化合物2a^2g,产率介于85%~98%之间,此方法具有操作简单、原子经济性好、产率高、底物普适性良好等诸多优点。

Beta-phenylpropiophenone compounds were synthesized from trans-1,3-diphenyl-2-propen-1-ol compounds by using Ir（Pph3）（CO）Cl as catalyst. The structures were characterized by ^1 H-NMR, ^13C-NMR and Elemental analysis. The effect of catalyst, solvent, temperature, additive and materials ration γ [n（Allyl alcohol）：n（Ir（Pph3）（CO）Cl）3）] on the yield was researched. Ultimately the optimized reaction conditions were obtained as follows： the temperature 100 ℃, the catalyst Ir（pph3）（CO） Cl（3 mmol% of the raw material）, solvent toluene, alkaline additive K2CO3. Then seven kinds of carbonyl compounds were synthesized under the optimized conditions and the yields were between 85% and 98%. The method shows the advantages as simple operation, atom economy, high yield and good tolerance of the substrate.