Author/Authors :
Navarro-Vلzquez، نويسنده , , A. and Rodrيguez، نويسنده , , D. and Martيnez-Esperَn، نويسنده , , M.F. and Garcيa، نويسنده , , A. and Saل، نويسنده , , C. and Domيnguez، نويسنده , , D.، نويسنده ,
Abstract :
Under mild acidic conditions, N-(ω-phenylalkyl)allenamides can yield stabilized acyliminium ions which through intramolecular aromatic electrophilic substitution furnish 1-vinylisoindolines and isoquinolines. Stereoelectronic and entropic effects in these cyclizations have been evaluated by DFT computations. The 1-vinylisoquinolines obtained have been employed as key intermediates in the synthesis of the protoberberine skeleton.
Keywords :
Allenamides , Acyliminium , isoindolines , Isoquinolines , Protoberberines
