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Palladium(II)-Catalyzed Stereospecific Alkenyl C–H Bond Alkylation of Allylamines with Alkyl Iodides

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A palladium-catalyzed stereospecific alkylation of allylamines with primary and secondary alkyl iodides is described. Isoquinoline-1-carboxamide (IQA) acts as directing group to generate multisubstituted olefin products in cis configuration in moderate… Click to show full abstract

A palladium-catalyzed stereospecific alkylation of allylamines with primary and secondary alkyl iodides is described. Isoquinoline-1-carboxamide (IQA) acts as directing group to generate multisubstituted olefin products in cis configuration in moderate to good yields. Mechanistic studies suggest that alkenyl C–H bond activation is the rate-determining step.

Keywords: alkenyl bond; catalyzed stereospecific; palladium catalyzed; alkylation allylamines; alkyl iodides

Journal Title: ACS Catalysis
Year Published: 2019

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