Palladium(II)-catalyzed direct arylation of enaminones using organotrifluoroborates.
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.
Ge
Haibo
H
Department of Medicinal Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA.
Niphakis
Micah J
MJ
Georg
Gunda I
GI
D042462:4-Quinolones / Q000138:chemical synthesis* / Q000737:chemistry; D000085:Acetates / Q000737:chemistry*; D001881:Borates / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D042462:4-Quinolones; D000085:Acetates; D001881:Borates; D009942:Organometallic Compounds; C516071:palladium(II) acetate