26996-80-5Relevant articles and documents
Direct syntheses of 4-aryl-1,2,3,4-tetrahydroisoquinolines and 1-aryl-2,3,4,5-tetrahydro-3-benzoazepines via hydroamination of enol carbamates
Crecente-Campo, José,Vázquez-Tato, M. Pilar,Seijas, Julio A.
experimental part, p. 2655 - 2659 (2009/06/20)
An efficient and simple procedure for the syntheses of 4-aryl-1,2,3,4-tetrahydroisoquinolines and 1-aryl-2,3,4,5-tetrahydro-3-benzoazepines has been developed. The approach uses easily available starting materials and requires just three steps. The hydroamination of an enol carbamate is the key step. This general and direct method has been applied to the total synthesis of the natural alkaloid cherylline and to biologically active 3-benzoazepines as well.
Palladium-catalyzed intramolecular δ-lactam formation of aryl halides and amide-enolates: Syntheses of cherylline and latifine
Honda, Toshio,Namiki, Hidenori,Satoh, Fumie
, p. 631 - 633 (2007/10/03)
(Matrix presented) 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 cheryllme and latifine.
Base-induced cyclization of trimethoxy-o-aroyldiphenylphosphoryl methylbenzamide: A formal synthesis of (±)Cherylline and (±)Cherylline dimethylether
Couture,Deniau,Woisel,Grandclaudon,Carpentier
, p. 3697 - 3700 (2007/10/03)
The trimethoxy-o-aroyldiphenylphosphorylmethylbenzamide 9 can be cyclized by treatment with KHMDS; the procedure has been employed to synthesize (±)Cherylline 1 and its dimethylether 2.