简单亚胺的高效烯丙基化反应研究

• 作 者: 魏晓宁 柳凌艳 王冰 常卫星 李靖
• 机 构: 元素有机国家重点实验室南开大学,
• 出 处: 化学学报
• 发表日期: 2009年08期
• 关键词: IB(OTf)3 烯内基化 亚胺 二丁基二烯丙基锡 四烯丙基锡

首次实现了In(OTf)3催化下二丁基二烯丙基锡对活性较低的简单亚胺的高效烯丙基化加成.烯丙基锡试剂和亚胺底物在10mol%的In(OTf)3催化下,无需添加其它辅助试剂,二氯甲烷中室温搅拌10h,就可以得到收率为80%～99%的高烯丙基胺产物.用四烯丙基锡替换该体系中的二丁基二烯丙基锡,50mol%用量即能得到很好的结果.同时还对反应的机理进行了探讨.

For the first time, the efficient allylation of dibutyl diallyltin to the less active simple imine catalyzed by In (OTf) 3 was achieved.It was found that when the allyltin reagent and imine substrate were added to 10 mol% In (OTf) 3, without adding other auxiliary reagents, dichloromethane was stirred at room temperature for 10h, the yield was 80% ~ 99% of the high allyl amine product was replaced with tetraallyl tin Of dibutyl diallyl tin, 50mol% amount can get very good results.At the same time, the reaction mechanism was also discussed.