Pyrimidopteridine-Catalyzed Hydroamination of Stilbenes with Primary Amines: A Dual Photoredox and Hydrogen Atom Transfer Catalyst
作者:Tobias Taeufer、Richy Hauptmann、Firas El-Hage、Thea S. Mayer、Haijun Jiao、Jabor Rabeah、Jola Pospech
DOI:10.1021/acscatal.0c05540
日期:2021.4.16
potent organic pyrimidopteridine photoredox catalyst (E*[PrPPT*/PrPPT·–] = +2.10 V vs SCE in MeCN), the photo-mediated hydroamination of stilbenes was enabled using unprotected, primary aliphatic, allylic, benzylic amines for the synthesis of various α-phenyl phenethylamine derivatives. Notably, the stereogenic center of α-chiral amines was fully preserved. Both starting materials serve as competent quenching
描述了杂芳族光氧化还原催化剂在无添加剂的丁苯酯的光介导的氢化胺化中的适用性。由高效有机嘧啶蝶啶光氧化还原催化剂(E * [ PrPPT * / PrPPT · –] = + 2.10V相对于MeCN中的SCE),使用未保护的伯脂族烯丙基烯丙基苄基胺来合成各种α-苯基苯乙胺衍生物,从而实现了对苯乙烯的光介导的氢化胺化。值得注意的是,α-手性胺的立体中心完全被保留。两种起始材料都可以作为有效的淬火伙伴。荧光和竞争性荧光猝灭实验以及电子顺磁共振波谱分析和密度泛函理论计算可以推论出合理的反应机理。