【摘 要】
：
N-溴代丁二酰亚胺(NBS)在有机合成中通常作为溴代试剂和弱氧化剂使用。最近几年,我们课题组开展了用NBS (P)作为氮源的胺化反应研究。利用NBS(P)/DBU组合策略,我们成功实
【出 处】
：
中国化学会第十三届全国有机合成化学学术研讨会
论文部分内容阅读
N-溴代丁二酰亚胺(NBS)在有机合成中通常作为溴代试剂和弱氧化剂使用。最近几年,我们课题组开展了用NBS (P)作为氮源的胺化反应研究。利用NBS(P)/DBU组合策略,我们成功实现了β-二羰基化合物、芳基烷基酮、查尔酮、烯烃、炔烃、N-取代吲哚、磷-氢化合物、硝酮的胺化及亚砜的还原胺化(图1)。可能的胺化机理为：DBU与N-溴代酰亚胺之间形成卤键加合物,进一步形成离子对中间体(可以同时提供高度亲电的溴正和亲核的氮负离子)。底物分子经历溴代/亲核取代,或者溴鎓离子生成/亲电加成/消除HBr,最终得到胺化产物。研究结果表明,NBS(P)除了作溴代外,在DBU或其它合适条件下,也可以用来作胺化。
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