910239-43-9Relevant 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 (2006)
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.
Synthesis of 1-aminonaphthalene-2-carbonitrile derivatives by the reaction of 2-vinylbenzonitriles with 2-lithioacetonitrile
Kobayashi, Kazuhiro,Hashimoto, Kenichi,Ukon, Takahiro,Fukamachi, Shuhei,Morikawa, Osamu,Konishi, Hisatoshi
, p. 584 - 588 (2008/12/22)
A new and simple method for the preparation of 1-aminonaphthalene-2- carbonitrile derivatives has been developed. When 2-(1-arylethenyl)benzonitriles are treated with 2-lithioacetonitrile, 1-amino-4-aryl-3,4-dihydronaphthalene-2- carbonitriles are obtained in good yields. The reaction of 2-(1-aryl-2- methoxyethenyl)benzonitriles with 2-lithioacetonitrile leads to the formation of 1-amino-4-arylnaphthalene-2-carbonitriles in fair-to-good yields. Georg Thieme Verlag Stuttgart.
