New observation on a class of old reactions:Chemoselectivity for the solvent-free reaction of aromatic aldehydes with alkylketones catalyzed by a double-component inorganic base system  

作　　者：Shan, ZiXing  Luo, XinXiang  Hu, Lin  Hu, XiaoYun 

机构地区：[1] Department of Chemistry, Wuhan University, Wuhan 430072, China [2] Department of Chemistry and Environment Engineering, Hunan City University, Yiyang 413049, China

出　　处：《Science China Chemistry》2010年第5期1094-1100,共7页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(20372053,20672083 and 20872115)

摘　　要：Solvent-free reactions of aromatic aldehydes with three representative ketones,including acetophenone,acetone and cyclohexanone,have been examined under the catalysis of a low-cost inorganic base system consisting of NaOH and K2CO3.It was found that the chemoselectivity of the reactions is in close relationship with the composition of the reactants and the doublecomponent catalyst.Under the optimized experimental conditions,1,2,3,4,5-pentasubstituted cyclohexanols,α,β-unsaturated ketones and Claisen-Schmidt bicondensation products were obtained in high yields.Two Kostanecki's triketones were separated,The composition and structure were affirmed by X-ray crystallographic analysis.Solvent-free reactions of aromatic aldehydes with three representative ketones,including acetophenone,acetone and cyclohexanone,have been examined under the catalysis of a low-cost inorganic base system consisting of NaOH and K2CO3.It was found that the chemoselectivity of the reactions is in close relationship with the composition of the reactants and the doublecomponent catalyst.Under the optimized experimental conditions,1,2,3,4,5-pentasubstituted cyclohexanols,α,β-unsaturated ketones and Claisen-Schmidt bicondensation products were obtained in high yields.Two Kostanecki’s triketones were separated,The composition and structure were affirmed by X-ray crystallographic analysis.

关 键 词：SOLVENT-FREE REACTION solid base mixture catalysis CHEMOSELECTIVITY aldehyde-ketone REACTION 

分 类 号：O6[理学—化学]