碱存在下二烷基硼酸甲酯与氯仿的相转移反应研究

碱存在下二烷基硼酸甲酯与氯仿的相转移反应研究 THE PHASE TRANSFER REACTION OF METHYL DIALKYLBORINATES WITH CHLOROFORM IN THE PRESENCE OF BASE 柯天一 1 first-author 单自兴 1 赵德杰 1 武汉大学化学系 武汉大学化学系 Department of Chemistry,Wuhan University Department of Chemistry,Wuhan University 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． 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. 有机硼酸盐 相转移催化 二氯卡宾 插入反应 酮的合成 organoborates phase transfer catalysis dichlorocarbene insertion reaction synthesis of ketones O643.1 国家自然科学基金(61672102) 1995-06-01 2021-04-01 6