Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 12, Pages 3708-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja710221c
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Funding
- NCI NIH HHS [CA90602] Funding Source: Medline
- NIGMS NIH HHS [GM076302, GM069663] Funding Source: Medline
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A Pd(II)-catalyzed reaction for the direct aryation 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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