芳基氟硼酸盐同芳香胺“一锅法”Suzuki-Miyaura反应  

“One-Pot" Suzuki-Miyaura Reaction with Aryltrifluoroborate Salts from Aromatic Amines

作　　者：韦珊红 王晨[1] 王建伟[1] 程凯[1] 

机构地区：[1]绍兴文理学院 浙江省精细化学品传统工艺替代技术研究重点实验室,绍兴312000

出　　处：《有机化学》2013年第11期2402-2406,共5页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21202102);浙江省科技厅(No.2012R10014-15);绍兴市科技计划(No.2013014017)资助项目~~

摘　　要：研究了一种钯催化的芳香胺通过"一锅法"的Suzuki-Miyaura反应制备联苯类化合物.该反应以水作为溶剂,无需分离重氮盐中间体,直接加入芳基氟硼酸钾、碱和催化剂,即可较高产率地得到偶联产物.反应无需加热和惰性气体保护,具有良好的官能团耐受性,是一种绿色高效的偶联方法.我们通过热力学计算推测了碱的加入对于反应的促进作用.Palladium-catalyzed ＂one-pot＂ Suzuki-Miyaura reactions of various aromatic amines with aryltrifluoroborate salts have been achieved in good yields under simple aerobic conditions in water without heating. The reported cross-coupling reac-tions are tolerant to the common functional groups regardless of electron-withdrawing or electron donating, making these transformations as attractive alternatives to the traditional cross-coupling approaches. Theoretical calculation shows that the coordination of tert-butoxide can lower the transition state energy by 50 kJ/mol for the transmetalation step.

关 键 词：交叉偶联 绿色化学 重氮化合物 

分 类 号：O621.25[理学—有机化学]