Synthesis of <i>N</i>-acyl carbazoles, phenoxazines and acridines from cyclic diaryliodonium salts
作者:Nils Clamor、Mattis Damrath、Thomas J Kuczmera、Daniel Duvinage、Boris J Nachtsheim
DOI:10.3762/bjoc.20.2
日期:——
Abstract N-Acyl carbazoles can be efficiently produced through a single-step process using amides and cyclic diaryliodonium triflates. This convenient reaction is facilitated by copper iodide in p-xylene, using the commonly found activating ligand diglyme. We have tested this method with a wide range of amides and iodonium triflates, proving its versatility with numerous substrates. Beyond carbazoles
抽象的 N-酰基咔唑可以通过使用酰胺和环状二芳基碘鎓三氟甲磺酸盐的一步法有效生产。对二甲苯中的碘化铜使用常见的活化配体二甘醇二甲醚促进了这种方便的反应。我们已经用多种酰胺和三氟甲磺酸碘鎓测试了该方法,证明了其对多种底物的多功能性。除了咔唑之外,我们还生产了各种其他N-杂环,例如吖啶、吩恶嗪或吩嗪,展示了我们技术的稳健性。从更广泛的意义上讲,这种新方法基于单卤化起始材料同时创建两个 C-N 键,从而可以在减少卤素浪费的情况下形成杂环. Beilstein J. Org. Chem. 2024, 20, 12–16. doi:10.3762/bjoc.20.2