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Cyclization-Carbonylation of 2-Alkynyl Primary Benzamides using p-Benzoquinone under Neutral Conditions.
Yue, Tianci; Kusakabe, Taichi; Tsukamoto, Takuya; Takahashi, Keisuke; Kikkawa, Shoko; Azumaya, Isao; Kato, Keisuke.
Afiliación
  • Yue T; Faculty of Pharmaceutical Sciences, Toho University 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.
  • Kusakabe T; Faculty of Pharmaceutical Sciences, Toho University 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.
  • Tsukamoto T; Faculty of Pharmaceutical Sciences, Toho University 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.
  • Takahashi K; Faculty of Pharmaceutical Sciences, Toho University 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.
  • Kikkawa S; Faculty of Pharmaceutical Sciences, Toho University 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.
  • Azumaya I; Faculty of Pharmaceutical Sciences, Toho University 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.
  • Kato K; Faculty of Pharmaceutical Sciences, Toho University 2-2-1 Miyama, Funabashi, Chiba 274-8510, Japan.
J Org Chem ; 89(6): 3977-3986, 2024 Mar 15.
Article en En | MEDLINE | ID: mdl-38407947
ABSTRACT
A palladium-catalyzed cyclization-carbonylation of 2-alkynyl primary benzamides 1 afforded methyl 3-substituted 1-methoxyisoquinoline-4-carboxylates 6 in good to moderate yields. In the case of mesylate 1r, 12 was obtained directly via a cyclization-carbonylation-cyclization cascade. Compounds 6 were converted to isoquinolin-1(2H)-ones 8 in good yields under microwave irradiation. In the case of the mesylate 6q, tricyclic isoquinolinone 10 was obtained in good yield. The reactions of thiophene-2-carboxamide derivatives also proceeded well.

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2024 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Estados Unidos

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: J Org Chem Año: 2024 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Estados Unidos