配体控制的钴催化区域选择性炔烃氢烷基化反应。
Ligand-Controlled Cobalt-Catalyzed Regiodivergent Alkyne Hydroalkylation.
机构信息
Department of Hepatobiliary Surgery, The First Affiliated Hospital, Division of Life Sciences and Medicine, Hefei National Research Center for Physical Sciences at the Microscale, CAS Key Laboratory of Urban Pollutant Conversion, Anhui Province Key Laboratory of Biomass Clean Energy, University of Science and Technology of China, 230026 Hefei, China.
Institute of Energy, Hefei Comprehensive National Science Center, 230031 Hefei, China.
出版信息
J Am Chem Soc. 2022 Aug 3;144(30):13961-13972. doi: 10.1021/jacs.2c06279. Epub 2022 Jul 22.
Regiodivergent alkyne hydroalkylation to generate different isomers of an alkene from the same alkyne starting material would be beneficial; however, it remains a challenge. Herein, we report a ligand-controlled cobalt-catalyzed regiodivergent alkyne hydroalkylation. The sensible selection of bisoxazoline () and pyridine-oxazoline () ligands led to reliable and predictable protocols that provided ()-1,2-disubstituted and 1,1-disubstituted alkenes with high / stereoselectivity and regioisomeric ratio starting from identical terminal alkyne and alkyl halide substrates and produced trisubstituted alkenes in the case of internal alkynes. This method exhibits a broad scope for terminal and internal alkynes with a wide range of activated and unactivated alkyl halides and shows excellent functional group compatibility.
从同一个炔烃起始原料生成不同烯烃异构体的区域发散炔烃氢烷基化将是有益的；然而，这仍然是一个挑战。在此，我们报告了一种配体控制的钴催化区域发散炔烃氢烷基化反应。双噁唑啉()和吡啶噁唑啉()配体的合理选择导致了可靠且可预测的方案，该方案从相同的末端炔烃和卤代烷烃底物出发，以高/立体选择性和区域异构体比提供()-1,2-二取代和 1,1-二取代烯烃，并在内部炔烃的情况下生成三取代烯烃。该方法对末端和内部炔烃具有广泛的适用性，适用于各种活化和未活化的烷基卤化物，并且显示出优异的官能团相容性。
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