The trading of space for time under weakly activated catalysis: expeditious synthesis of β-NH<sub>2</sub> alcohols <i>via</i> a direct ammonolysis of epoxides with ammonia
作者:Guolan Ma、Chang Xu、Shaoxiong Yang、Yanren Zhu、Silei Ye、Rui Qin、Chongchong Zeng、Wenqiang Du、Hongbin Zhang、Jingbo Chen
DOI:10.1039/d2gc04647d
日期:——
The direct synthesis of β-NH2 alcohols via flexible ammonolysis of epoxides is still a challenging and unresolved problem. Herein, we present a strategy of “trading space for time under weakly activated catalysis” and “shielding the reactivity of the product”, and thereby developed a novel single-step ammonolysis reaction of epoxides with ammonia. A stoichiometric amount of HCO2NH4 as an additive plays
通过环氧化物的灵活氨解直接合成β-NH 2醇仍然是一个具有挑战性和未解决的问题。在此,我们提出了“在弱活化催化下以空间换时间”和“屏蔽产物的反应性”的策略,从而开发了一种新型的环氧化物与氨的一步氨解反应。化学计量的 HCO 2 NH 4作为添加剂在底物的整体活化和完全抑制过度烷基化的副反应中起着双重作用。范围广泛的底物,包括萜烯和类固醇衍生的环氧化物,干净地提供了目标 β-NH 2在易于调节的温和条件下,醇的产量从好到极好。此外,该合成方案不含金属且环保,可用于生物活性 β-NH 2醇的克级合成,这些醇可轻松转化为多种功能化分子。