Journal of Organic Chemistry p. 8750 - 8755 (2012)
Update date:2022-07-29
Topics:
Kandukuri, Sandeep R.
Oestreich, Martin
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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