铜/草酸二酰胺催化末端炔烃与芳基卤化物的偶联反应。
Cu/Oxalic Diamide-Catalyzed Coupling of Terminal Alkynes with Aryl Halides.
机构信息
School of Physical Science and Technology, ShanghaiTech University, 393 Middle Huaxia Road, Shanghai 201210, China.
State Key Laboratory of Bioorganic & Natural Products Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China.
出版信息
J Org Chem. 2023 Mar 3;88(5):3330-3334. doi: 10.1021/acs.joc.2c02882. Epub 2023 Feb 13.
-(2,6-Dimethylphenyl)--(pyridin-2-ylmethyl)oxalamide (DMPPO) was revealed to be a more effective ligand for copper-catalyzed coupling reaction of (hetero)aryl halides with 1-alkynes than previously reported ones. Only 3 mol % CuCl and DMPPO are required to make the coupling complete at 100 °C (for bromides) and 80 °C (for iodides). Both (hetero)aryl and alkyl substituted 1-alkynes worked well under these conditions, leading to the formation of internal alkynes in great diversity.
-(2,6-二甲基苯基)-(吡啶-2-基甲基)草酰胺(DMPPO)被证明是一种比以前报道的更有效的配体，用于铜催化(杂)芳基卤化物与 1-炔烃的偶联反应。在 100°C(溴化物)和 80°C(碘化物)下，仅需 3 mol%的 CuCl 和 DMPPO 即可使偶联完全完成。在这些条件下，(杂)芳基和烷基取代的 1-炔烃都能很好地反应，生成多种内部炔烃。
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