Photoredox- and Nickel-Catalyzed Hydroalkylation of Alkynes with 4-Alkyl-1,4-dihydropyridines: Ligand-Controlled Regioselectivity
Photoredox- and Nickel-Catalyzed Hydroalkylation of Alkynes with 4-Alkyl-1,4-dihydropyridines: Ligand-Controlled Regioselectivity
复制标题
光氧化还原和镍催化的 4-烷基-1,4-二氢吡啶对炔烃的加氢烷基化：配体控制的区域选择性
DOI：
10.1002/chem.202200727
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发表时间：
2022
期刊：
影响因子：
--
通讯作者：
Yoshiaki Nishibayashi
中科院分区：
文献类型：
--
作者：
Yulin Zhang;Yoshiaki Tanabe;Shogo Kuriyama;Yoshiaki Nishibayashi
在可见光照射下，通过双光氧化还原和镍催化的末端炔与4 -烷基- 1,4 -二氢吡啶的氢烷基化反应，获得了产率从高到高的Markovnikov - oranti - Markovnikov -型烷基化烯烃，其中镍的配位体有效控制了产物的区域选择性。使用NiCl2（dtbbpy）作为催化剂可以形成Markovnikov型产物，而使用NiCl2⋅6 H2O则可以形成反Markovnikov型产物。
Dual photoredox‐ and nickel‐catalyzed hydroalkylation of terminal alkynes with 4‐alkyl‐1,4‐dihydropyridines under visible light irradiation to afford Markovnikov‐ oranti‐Markovnikov‐type alkylated alkenes in good‐to‐high yields has been achieved, in which the regioselectivity of the products was effectively controlled by coordination ligands for nickel species. Using [NiCl2(dtbbpy)] as a catalyst led to the formation of Markovnikov‐type products, whereas using NiCl2⋅ 6 H2O led to the formation ofanti‐Markovnikov‐type products.