Huang Shanshan, Chen Xiaoyang, Xu Zhangwenyi, Zeng Xiaobao, Xiong Biao, Qiu Xiaodong
Nantong Key Laboratory of Small Molecular Drug Innovation, School of Pharmacy, Nantong University, 9 Seyuan Road, Nantong 226019, China.
Chem Commun (Camb). 2024 Aug 22;60(69):9258-9261. doi: 10.1039/d4cc03136a.
Although strategies of olefin hydroalkylation continue to emerge rapidly, the precise control of the regio- or chemoselectivity and the expansion of the reaction range are still challenges. Herein, a straightforward route for cobalt-catalyzed anti-Markovnikov hydroalkylation of unactivated olefins with alkyl iodides has been achieved. The developed reaction is compatible with oxa-, aza-, cyclo- and a series of other functional groups as well as the frameworks of some bioactive compounds. Mechanism studies confirm that an alkyl radical is involved and cobalt-alkyl insertion followed by protonation with water are possible pathways in this reaction.
尽管烯烃氢烷基化策略仍在迅速涌现，但区域或化学选择性的精确控制以及反应范围的扩展仍是挑战。在此，实现了一种钴催化的未活化烯烃与烷基碘的反马氏氢烷基化的直接路线。所开发的反应与氧杂、氮杂、环以及一系列其他官能团以及一些生物活性化合物的骨架兼容。机理研究证实该反应涉及烷基自由基，钴-烷基插入后用水质子化是可能的反应途径。
