CuI/草酸二酰胺催化的（杂）芳基氯化物与胺的偶联反应。
CuI/Oxalic Diamide Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amines.
机构信息
State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu, Shanghai 200032, China.
School of Physical Science and Technology, ShanghaiTech , 319 Yueyang Road, Shanghai 200031, China.
出版信息
J Am Chem Soc. 2015 Sep 23;137(37):11942-5. doi: 10.1021/jacs.5b08411. Epub 2015 Sep 11.
A class of oxalic diamides are found to be effective ligands for promoting CuI-catalyzed aryl amination with less reactive (hetero)aryl chlorides. The reaction proceeds at 120 °C with K3PO4 as the base in DMSO to afford a wide range of (hetero)aryl amines in good to excellent yields. The bis(N-aryl) substituted oxalamides are superior ligands to N-aryl-N'-alkyl substituted or bis(N-alkyl) substituted oxalamides. Both the electronic nature and the steric property of the aromatic rings in ligands are important for their efficiency.
一类乙二酰二酰胺被发现是促进 CuI 催化的芳基胺化反应的有效配体，所用的芳基氯的反应活性较低（杂芳基氯）。在 120°C 下，以 K3PO4 作为碱，在 DMSO 中进行反应，可以得到广泛的（杂）芳基胺，产率良好至优秀。双（N-芳基）取代的乙二酰二酰胺是优于 N-芳基-N'-烷基取代或双（N-烷基）取代的乙二酰二酰胺的配体。配体中芳环的电子性质和空间性质对其效率都很重要。
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