双消除法一锅合成甲硫芳炔化合物  

One-Pot Synthesis of Methylthio Aryl Ethynes by Double Elimination Protocol

作　　者：安德烈[1] 孟桂英[1] 张志扬[1] 张留成[1] 张英俊[1] 陈强[1] 严宏[1] 

机构地区：[1]湖南大学化学化工学院,长沙410082

出　　处：《化学学报》2006年第21期2190-2196,共7页Acta Chimica Sinica

基　　金：国家自然科学基金(No.20272012);教育部博士学科点专项基金(No.20020532004)资助项目.

摘　　要：描述了一种方便的合成甲硫芳炔化合物的新方法.利用亲核硫试剂甲硫甲基苯基砜(methylthiomethylphenylsul-fone,MP-S)与芳香醛的“一锅反应”,成功地合成了一系列甲硫芳炔化合物1a～1h.通过对各阶段形成的中间体的分析,探讨了1的形成机制.实验结果表明,一锅反应经历了双离去基中间体2的形成和后续的两次消除过程.该方法原料易得,操作简单,可得到较好的产率(>70%).此外,反应还具有副产物少、容易分离和纯化的优点.A novel method for synthesis of methylthio aryl ethynes was described, and eight compounds 1a～1h were obtained by the one-pot protocol starting from methylthiomethyl phenyl sulfone (MP-S) and aromatic aldehydes. The mechanism for the formation of 1 was discussed on the basis of trapping and char- acterization of some important intermediates. The results from experiments indicated that the reaction might involve the initial nucleophilic addition of MP-S to aromatic aldehyde to produce an intermediate 2 carry...

关 键 词：双消除反应 一锅合成 甲硫芳炔 甲硫甲基苯基砜 芳香醛 

分 类 号：TQ247[化学工程—有机化工]