Palladium(II)-catalyzed direct arylation of enaminones using organotrifluoroborates

Haibo Ge; Micah J. Niphakis; Gunda I. Georg

doi:10.1021/ja710221c

Palladium(II)-catalyzed direct arylation of enaminones using organotrifluoroborates

Haibo Ge, Micah J. Niphakis, Gunda I. Georg

Medicinal Chemistry

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Abstract

A Pd(II)-catalyzed reaction for the direct arylation of cyclic enaminones is reported. The reactivity of electron-rich, electron-poor, and sterically encumbered organotrifluoroborates was investigated. This reaction represents a unique use for organotrifluoroborates as coupling partners and discloses the utility of enaminones for direct-functionalization reactions. It provides immediate access to arylpiperidine, indolizidine, and quinolizidine scaffolds from the corresponding mono- and bicyclic, unattenuated enaminones.

Original language	English (US)
Pages (from-to)	3708-3709
Number of pages	2
Journal	Journal of the American Chemical Society
Volume	130
Issue number	12
DOIs	https://doi.org/10.1021/ja710221c
State	Published - Mar 26 2008

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abstract = "A Pd(II)-catalyzed reaction for the direct arylation of cyclic enaminones is reported. The reactivity of electron-rich, electron-poor, and sterically encumbered organotrifluoroborates was investigated. This reaction represents a unique use for organotrifluoroborates as coupling partners and discloses the utility of enaminones for direct-functionalization reactions. It provides immediate access to arylpiperidine, indolizidine, and quinolizidine scaffolds from the corresponding mono- and bicyclic, unattenuated enaminones.",

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AU - Ge, Haibo

AU - Niphakis, Micah J.

AU - Georg, Gunda I.

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Y1 - 2008/3/26

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AB - A Pd(II)-catalyzed reaction for the direct arylation of cyclic enaminones is reported. The reactivity of electron-rich, electron-poor, and sterically encumbered organotrifluoroborates was investigated. This reaction represents a unique use for organotrifluoroborates as coupling partners and discloses the utility of enaminones for direct-functionalization reactions. It provides immediate access to arylpiperidine, indolizidine, and quinolizidine scaffolds from the corresponding mono- and bicyclic, unattenuated enaminones.

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Palladium(II)-catalyzed direct arylation of enaminones using organotrifluoroborates

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