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Aerobic Palladium(II)-Catalyzed Dehydrogenation of Cyclohexene-1-carbonyl Indole Amides: An Indole-Directed Aromatization

  作者 KANDUKURI SANDEEP R; OESTREICH MARTIN  
  选自 期刊  Journal of Organic Chemistry;  卷期  2012年77-19;  页码  8750-8755  
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[摘要]A palladium(II)-catalyzed oxidative dehydrogenation of cyclohexene-1-carbonyl indole amides yielding the corresponding benzoylindoles is reported. The new aromatization is also applied to functionalized indoles such as tryptamine and tryptophan. The tethered indole is likely acting as a directing group for allylic C-H bond activation, and there is evidence for a mechanism proceeding through 1,3-diene formation followed by aromatization.

 
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