59666-23-8Relevant academic research and scientific papers
New synthesis of isoquinoline and 3,4-dihydroisoquinoline derivatives
Kobayashi, Kazuhiro,Shiokawa, Taiyo,Omote, Hiroki,Hashimoto, Kenichi,Morikawa, Osamu,Konishi, Hisatoshi
, p. 1126 - 1132 (2007/10/03)
A simple and efficient synthesis of isoquinoline and 3,4- dihydroisoquinoline derivatives is described. 1-Alkyl-(or aryl)isoquinoline and 1-isoquinolinamine derivatives were obtained by intramolecular cyclization of 2-(2-methoxyethenyl) benzonitriles initiated by the addition of alkyl(or aryl)lithiums and lithium dialkylamides to the nitrile carbons, respectively. Synthesis of 4-aryl-3,4-dihydroisoquinolines was achieved by reactions of 2-(1-arylethenyl)benzonitriles with organolithiums, followed by aqueous workup. Treatment of the reaction mixtures with electrophiles prior to aqueous workup allowed the synthesis of 4,4-disubstituted 3,4-dihydroisoquinolines.
