Reaction of 1-alkylthioisoquinolinium salts with active methylene compounds.
2-Alkyl-1-alkylthioisoquinolinium salts were readily prepared from 2-alkyl-1(2H)-isoquinolones via 2-alkyl1(2H)-thioisoquinolones in two steps. Under mild conditions, the reaction of 2-alkyl-1-alkylthioisoquinolinium salts with active methylene compounds in the presence of sodium hydride afforded 2-alkyl-1-(substituted methylene)iso-quinolines in good yields. Pyrrolo[2,1-a]isoquinolines were synthesized by the cyclization of 2-benzyl-1-(substituted methylene)isoquinolines using acetic anhydride.
Fujita
Reiko
R
Tohoku Pharmaceutical University, Sendai, Japan. refujita@tohoku-pharm.ac.jp
Watanabe
Noriyuki
N
Tomisawa
Hiroshi
H
D006838:Hydrocarbons; D007546:Isoquinolines / Q000138:chemical synthesis*; D008697:Methane / Q000031:analogs & derivatives*
D006838:Hydrocarbons; D007546:Isoquinolines; C030011:carbene; D008697:Methane