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碱存在下二烷基硼酸甲酯与氯仿的相转移反应研究
引用本文:柯天一,单自兴,赵德杰.碱存在下二烷基硼酸甲酯与氯仿的相转移反应研究[J].武汉大学学报(理学版),1995(6).
作者姓名:柯天一  单自兴  赵德杰
作者单位:武汉大学化学系
摘    要:由烯烃经一氯硼烷甲硫醚(H2BCl·SMe2)硼氢化和甲醇解制得的二烷基硼酸甲酯6,在50%NaOH和相转移催化剂(TEBA)存在下与氯仿反应,继之氧化,获得了相应的二烷基酮1,二环烷基酮2和3以及脂环酮4.考查了各种参数对反应的影响.讨论了反应机理,为从烯烃出发合成各种类型的酮提供了一条简便新途径.

关 键 词:有机硼酸盐,相转移催化,二氯卡宾,插入反应,酮的合成

THE PHASE TRANSFER REACTION OF METHYL DIALKYLBORINATES WITH CHLOROFORM IN THE PRESENCE OF BASE
Ke Tianyi,Shan Zixing,Zhao Dejie.THE PHASE TRANSFER REACTION OF METHYL DIALKYLBORINATES WITH CHLOROFORM IN THE PRESENCE OF BASE[J].JOurnal of Wuhan University:Natural Science Edition,1995(6).
Authors:Ke Tianyi  Shan Zixing  Zhao Dejie
Abstract:The methyl dialkylborinates, prepared from hydroboration of alkenes with monochloroborane-dimethyl sulfide and then methanolysis,react with 50% NaOH and chloroform under phase transfer conditions,followed by oxidation to give the corresponding dialkyl ketones 1,dicycloalkyl ketones 2 and 3, and alicyclic ketone 4. The influence of various reaction parameters on the reaction was examined and the reaction mechanism was also discussed to provide a new convenient route for synthesis of various ketones from alkenes.
Keywords:organoborates  phase transfer catalysis  dichlorocarbene  insertion reaction  synthesis of ketones
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