镍催化的分子内脱硫 C-N 偶联反应：芳香胺的合成。
Nickel-Catalyzed Intramolecular Desulfitative C-N Coupling: A Synthesis of Aromatic Amines.
机构信息
Department of Dermatology, State Key Laboratory of Biotherapy and Cancer Center, West China Hospital and West China School of Pharmacy, Sichuan University, Chengdu 610041, P. R. China.
Department of Chemistry, Technical University of Denmark, 2800 Kongens Lyngby, Denmark.
出版信息
J Org Chem. 2020 Apr 17;85(8):5702-5711. doi: 10.1021/acs.joc.0c00009. Epub 2020 Apr 6.
A nickel-catalyzed intramolecular C-N coupling reaction via SO extrusion is presented. The use of a catalytic amount of BPh allows the transformation to take place under much milder conditions (60 °C) than previously reported C-N coupling reactions by CO or CO extrusion (160-180 °C). In addition, this method displays good functional group tolerance and versatility, as it can be applied to the synthesis of dialkyl aryl amines, alkyl diaryl amines, and triaryl amines. The robustness of the desulfitative C-N coupling is demonstrated by three high-yielding gram-scale reactions.
本文报道了一种通过 SO 基团消除实现镍催化的分子内 C-N 偶联反应。与先前报道的 CO 或 CO 消除的 C-N 偶联反应（160-180°C）相比，使用催化量的 BPh 可以使反应在更为温和的条件下（60°C）进行。此外，该方法对官能团具有很好的耐受性和适用性，可以应用于二烷基芳基胺、烷基二芳基胺和三芳基胺的合成。通过三个高产率的克级规模反应证明了脱磺基 C-N 偶联的稳健性。
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