Molecular Catalysis ( IF 4.6 ) Pub Date : 2018-06-21 , DOI: 10.1016/j.mcat.2018.04.018 Vadym Kozell , Fariba Rahmani , Oriana Piermatti , Daniela Lanari , Luigi Vaccaro
The hydroamination of alkynes is a straightforward and atom-economical process for the synthesis of substituted nitrogen-containing alkenes. Herein we report a novel protocol that involves for the first time solvent-free conditions (SolFC) and the use of an organic base, namely 2-tert-butylimino-2-diethylamino-1,3-dimethylperhydro-1,3,2-diazaphosphorine (BEMP) to stereoselectively promote the process. The scope of this metal-free protocol has been evaluated through an extensive study that has led to the conclusion that in most cases the yield and stereoselectivity values are very high (14 examples, up to 95% yield, Z/E up to 99%).
中文翻译:
在无溶剂条件下进行炔烃加氢胺化的立体选择性有机碱催化方案
炔烃的加氢胺化是合成取代的含氮烯烃的直接且原子经济的方法。在这里,我们报告了一种新颖的方案,该方案首次涉及无溶剂条件(SolFC)和有机碱的使用,即2-叔丁基亚氨基-2-二乙氨基-1,3-二甲基过氢-1,3,2-二氮杂磷(BEMP)立体选择性地促进了这一过程。通过广泛的研究评估了该无金属方案的范围,得出的结论是,在大多数情况下,产率和立体选择性值非常高(14个实例,产率高达95%,Z / E高达99% )。