Cu^+/I_2共同催化的Blaise反应  

Blaise Reaction Co-catalyzed by I_2 and Cu^+

作　　者：王嫘[1,2] 梁玉霞[1,2] 张宝[1,3] 冯亚青[1,2,3] 

机构地区：[1]天津大学化工学院,天津300072 [2]天津大学天津化工协同创新中心,天津300072 [3]天津市功能精细化学品技术工程中心,天津300072

出　　处：《有机化学》2017年第1期209-212,共4页Chinese Journal of Organic Chemistry

基　　金：天津市科技创新平台计划(No.14TXGCCX00017)资助项目~~

摘　　要：以(S)-4-氯-3-三甲基硅氧基丁腈和溴乙酸叔丁酯锌试剂为原料,Cu^+或I_2单独催化的Blaise反应收率与不使用催化剂的反应相比最高提高了约20%,而两者共同催化下的Blaise反应收率由无催化剂的72.1%提高至97.0%,从机理上对结果进行了合理解释.该项研究为Blaise反应的广泛应用提供了一个高效的方法,为他汀类药物关键中间体尤其是瑞舒伐他汀和阿托伐他汀侧链的合成开发了一条收率高、操作简单的路线,同时为构建C—C键的反应提供了新的参考点.The yield of Blaise reaction of trimethylsilyl protected（S）-4-chloro-3-hydroxylbutyronitrile with tert-butyl bromo zinc acetate is improved nearly 20% by using Cu＋ or I2 as a single catalyst. Interestingly, when Cu＋ and I2 were used as the co-catalyst, the reaction yield was further improved from 72.1% to 97.0%. These results, which were reasonably explained via the reaction mechanism, not only indicate that the Blaise reaction can be applied more widely, but also provide a simple route for the preparation of the side chain of rosuvastatin and atorvastatin. Moreover, this optimized Blaise reaction provides a new insight into the C—C bond formation.

关 键 词：Blaise反应 催化 瑞舒伐他汀侧链 

分 类 号：O621.251[理学—有机化学] TQ460.1[理学—化学]