Department of Chemistry, University of Illinois, Chicago, Illinois 60607, USA.
Org Lett. 2013 Jul 5;15(13):3362-5. doi: 10.1021/ol401416r. Epub 2013 Jun 25.
The oxyarylation of alkenyl boronic acids with N-arylbenzhydroxamic acids has been achieved under both copper-mediated and copper-catalyzed conditions to provide access to interrupted Fischer-indole intermediates. This transformation is believed to proceed through a copper-promoted C-O bond forming event followed by a [3,3] rearrangement. The scope of the method is described and mechanistic experiments are discussed.
烯基硼酸与 N-芳基苯甲羟肟酸的氧化芳基化反应在铜介导和铜催化条件下均可实现,为获得中断的 Fischer-吲哚中间体提供了途径。该转化被认为是通过铜促进的 C-O 键形成事件,然后是[3,3]重排来进行的。描述了该方法的范围,并讨论了机理实验。