光氧化还原/镍双催化立体选择性合成末端烯基酮。
Photoredox/nickel dual catalyzed stereospecific synthesis of distal alkenyl ketones.
机构信息
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, P. R. China.
Department of Chemistry, University of California Davis, One Shields Avenue, Davis, CA 95616, USA.
出版信息
Chem Commun (Camb). 2022 Jan 25;58(8):1171-1174. doi: 10.1039/d1cc06566a.
The selective C-C bond deconstruction/refunctionalization 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.
发展了一种温和条件下通过光氧化还原/镍双催化炔烃的 C-C 键选择性解构/重构反应的氢烷基化反应。在该方案中，各种烷基和芳基炔烃能与环烷醇反应，以高收率和优异的区域选择性得到相应的远程和位点特异性乙烯基取代酮。此外，DFT 计算验证了芳烃的富电子行为和弱布朗斯台德碱对环丁醇光催化氧化剂开环具有共同的影响。
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