Nickel-Catalyzed Regio- and Enantioselective Hydroarylation of 1,3-Dienes with Indoles
Nickel-Catalyzed Regio- and Enantioselective Hydroarylation of 1,3-Dienes with Indoles
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DOI：
10.31635/ccschem.021.202101472
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发表时间：
2022-08-01
期刊：
影响因子：
11.2
通讯作者：
Zhou, Qi-Lin
中科院分区：
文献类型：
--
作者：
Cheng, Lei;Li, Ming-Ming;Zhou, Qi-Lin
1,3-二烯的区域和对映选择性功能化已成为合成烯丙基化合物的有力工具，但对于脂肪族二烯来说，它仍然是一个挑战。在此，我们报道了镍催化的脂肪和芳香二烯与吲哚的不对称氢化反应，以获得手性吲哚衍生物。由于反应是在氧化还原中性和温和的条件下进行的，各种官能团在反应中是耐受的。密度泛函理论计算阐明了镍催化脂肪族二烯与吲哚氢化芳基化反应的机理、区域选择性和对映选择性。
The regio- and enantioselective functionalization of 1,3-dienes has become a powerful tool for the synthesis of allylic compounds, yet it remains a challenge for aliphatic dienes. Herein, we report a nickel-catalyzed asymmetric hydroarylation reaction of aliphatic and aromatic dienes with indoles to afford chiral indole derivatives. Because the reaction is performed under redox-neutral and mild conditions, various functional groups are tolerated in the reaction. Density functional theory calculations elucidate the mechanism of reaction, regioselectivity, and enantioselectivity of the nickel-catalyzed hydroarylation of aliphatic dienes with indoles.[GRAPHICS].