Photoredox/nickel dual catalyzed stereospecific synthesis of distal alkenyl ketones
Photoredox/nickel dual catalyzed stereospecific synthesis of distal alkenyl ketones
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光氧化还原/镍双催化立体定向合成远端烯基酮
DOI：
10.1039/d1cc06566a
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发表时间：
2022
影响因子：
4.9
通讯作者：
Xu Peng-Fei
中科院分区：
文献类型：
--
作者：
Zhao Tian-Tian;Yu Wan-Lei;Feng Zhi-Tao;Qin Hao-Ni;Zheng Hai-Xue;Xu Peng-Fei
通过光氧化还原/镍双催化炔烃加氢烷基化，在温和的反应条件下开发了选择性 C-C 键解构/再官能化。在该方案中，多种烷基和芳基炔可以与环烷醇顺利反应，以高产率和优异的区域选择性提供相应的远端和位点特异性乙烯基取代酮。此外，DFT计算验证了芳烃和弱布朗斯台德碱的富电子行为对环丁醇的光催化氧化剂开环具有共同的影响。
The selective C–C bond deconstruction/refunctionalization via a photoredox/nickel dual-catalyzed hydroalkylation of alkynes is developed under mild reaction conditions. In this protocol, a broad range of alkyl- and aryl-alkynes could react smoothly with cycloalkanols, affording the corresponding distal and site-specific vinyl-substituted ketones with high yields and excellent regioselectivities. Moreover, DFT calculations verified that the electron-rich behavior of aromatics and weak Brønsted bases have a common effect on the photocatalytic oxidant ring-opening of cyclobutanols.