Palladium-Catalyzed Triple Successive C-H Functionalization: Direct Synthesis of Functionalized Carbazoles from Indoles.
Palladium-Catalyzed Triple Successive C-H Functionalization: Direct Synthesis of Functionalized Carbazoles from Indoles.
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DOI：
10.1021/acs.orglett.5b01476
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发表时间：
2015-07
期刊：
影响因子：
5.2
通讯作者：
A. Verma;Abhinandan K. Danodia;Rakesh K. Saunthwal;M. Patel;D. Choudhary
中科院分区：
文献类型：
--
作者：
A. Verma;Abhinandan K. Danodia;Rakesh K. Saunthwal;M. Patel;D. Choudhary
本文报道了一种新的Pd（II）催化的方法，通过区域选择性的三重连续氧化Heck反应（Fujiwara-Moritani反应），从游离（NH）吲哚直接合成不同取代的咔唑。结果表明，无论是缺电子和富电子烯烃可以连续用于引入两个不同的功能基团到产品。提出的机制途径得到了很好的支持，分离的第一和第二个连续的氧化赫克中间体，以及通过捕获与苯乙烯-d3。
A novel Pd(II)-catalyzed approach for the direct synthesis of differentially substituted carbazoles from free (NH) indoles via regioselective triple successive oxidative Heck (Fujiwara-Moritani reaction) has been achieved. It is demonstrated that both electron-deficient and electron-rich alkenes could be used successively for the incorporation of two different functional groups into the product. The proposed mechanistic pathway was well supported by isolating the first and second successive oxidative Heck intermediates as well as by trapping with styrene-d3.