Nie Jinhuan, Shi Yutao, Gan Mengran, Huang Huawen, Ji Xiaochen
Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Xiangtan, 411105, China.
School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, 453007, China.
Org Lett. 2024 Nov 8;26(44):9481-9485. doi: 10.1021/acs.orglett.4c03418. Epub 2024 Oct 30.
A visible-light induced intermolecular hydroamination of alkenes with azoles is reported, delivering pharmaceutically valuable N-benzyl azoles in high yields with excellent Markovnikov selectivity. Mechanistic studies suggest that the process is initiated by the energy transfer of the excited photocatalyst with alkenes, followed by the single electron reduction, protonation, and subsequent single electron oxidation to afford the key alkyl carbocation intermediate. This protocol exhibits advantages of broad functional group tolerance, excellent atom economy, high efficiency, and mild reaction conditions.
报道了一种可见光诱导的烯烃与唑类的分子间氢胺化反应，能以高收率和优异的马氏选择性得到具有药学价值的N-苄基唑类化合物。机理研究表明，该过程由激发态光催化剂与烯烃的能量转移引发，随后经过单电子还原、质子化以及后续的单电子氧化，生成关键的烷基碳正离子中间体。该方法具有官能团耐受性广、原子经济性优异、效率高以及反应条件温和等优点。
