含氟脯氨酸类配体的合成及其在铜催化亨利反应中的应用  

Synthesis and Application of A Fluorous Proline-derived Ligand in the Copper(Ⅱ)-catalyzed Henry Reaction

作　　者：万力[1] 蔡春[1,2] 

机构地区：[1]南京理工大学化工学院,南京210094 [2]中国科学院上海有机氟化学重点实验室,上海200032

出　　处：《应用化学》2012年第2期140-143,共4页Chinese Journal of Applied Chemistry

基　　金：南京理工大学自主科研基金(2010ZDJH14)资助项目

摘　　要：以脯氨酸为前体,设计并合成了一种新的含氟配体,并将其应用到铜催化的亨利反应中。以硝基甲烷和对硝基苯甲醛的反应为模板反应,考察了配体、铜源、溶剂和碱对反应收率的影响,对反应条件进行了优化。以含氟脯氨酸衍生物为配体,乙酸铜为铜源,甲醇作溶剂,三乙胺作为碱,不同取代基的芳香醛和硝基烷烃在室温下反应,得到53%～98%的收率。A new fluorous proline-derived ligand has been synthesized and applied to the copper-catalyzed Henry reaction. The reaction conditions were optimized in terms of ligand, Cu source, solvent and base taking the reaction of 4-nitrobenzaldehyde and nitromethane as a model reaction. The optimized conditions are：using fluorous proline imide as ligand, copper acetate as copper source, methanol as solvent and triethylamine as base and the reaction was carried out at room temperature. A wide range of substrates were investigated under the optimized conditions and the yields of the target products varied from 53% to 98%.

关 键 词：β-硝基醇 亨利反应 含氟脯氨酸配体 铜催化剂 

分 类 号：O621[理学—有机化学]