Two for the price of one: A Pd/dppf-based catalyst provides access to the title compounds from 1,2-dihalogenated aromatic compounds and allylic amines in a single reaction flask. The initial aryl amination step occurs with excellent selectivity for the aryl iodide to ensure the formation of a single indole regioisomer, which can be functionalized in situ by N-arylation (see scheme). dba=dibenzylideneacetone, dppf=1,1′-bis(diphenylphospanyl)ferrocene.
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Jensen et al. (2007) studied this question.
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