Palladium-catalyzed intramolecular delta-lactam formation of aryl halides and amide-enolates: syntheses of cherylline and latifine.
[reaction: see text] Palladium-catalyzed intramolecular carbon-carbon bond formation of aryl halides and amide-enolates gave 4-arylisoquinoline derivatives in good yields, which were further converted into the isoquinoline alkaloids cherylline and latifine.
Honda
T
T
Faculty of Pharmaceutical Sciences, Hoshi University, Ebara 2-4-41, Shinagawa-ku, Tokyo 142-8501, Japan. honda@hoshi.ac.jp
Namiki
H
H
Satoh
F
F
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D047151:Amaryllidaceae Alkaloids; D002384:Catalysis; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry
D000470:Alkaloids; D047151:Amaryllidaceae Alkaloids; D006846:Hydrocarbons, Halogenated; D007546:Isoquinolines; D007769:Lactams; C424145:cherylline; C424146:latifine; D010165:Palladium