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Rhodium-catalyzed homo-coupling reaction of aryl Grignard reagents and its application for the synthesis of an integrin inhibitor.
Sato, Kazuyuki; Teranishi, Satoki; Sakaue, Atsushi; Karuo, Yukiko; Tarui, Atsushi; Kawai, Kentaro; Takeda, Hiroyuki; Kinashi, Tatsuo; Omote, Masaaki.
Afiliación
  • Sato K; Faculty of Pharmaceutical Sciences, Setsunan University, 45-1 Nagaotoge-cho, Hirakata, Osaka, 573-0101, Japan.
  • Teranishi S; Faculty of Pharmaceutical Sciences, Setsunan University, 45-1 Nagaotoge-cho, Hirakata, Osaka, 573-0101, Japan.
  • Sakaue A; Kyowa Marina Hospital, 4-15-1 Nishinomiyahama, Nishinomiya, Hyogo 662-0934, Japan.
  • Karuo Y; Faculty of Pharmaceutical Sciences, Setsunan University, 45-1 Nagaotoge-cho, Hirakata, Osaka, 573-0101, Japan.
  • Tarui A; Faculty of Pharmaceutical Sciences, Setsunan University, 45-1 Nagaotoge-cho, Hirakata, Osaka, 573-0101, Japan.
  • Kawai K; Faculty of Pharmaceutical Sciences, Setsunan University, 45-1 Nagaotoge-cho, Hirakata, Osaka, 573-0101, Japan.
  • Takeda H; Division of Proteo-Drug-Discovery Sciences, Ehime University Proteo-Science Center.
  • Kinashi T; Bunkyo-cho, Matsuyama, Ehime, 790-8577, Japan.
  • Omote M; Department of Molecular Genetics, Institute of Biomedical Science, Kansai Medical University, 2-5-1 Shin-machi, Hirakata, Osaka, 573-1010, Japan.
Beilstein J Org Chem ; 20: 1341-1347, 2024.
Article en En | MEDLINE | ID: mdl-38887571
ABSTRACT
A novel Rh-catalyzed one-pot homo-coupling reaction of aryl Grignard reagents was achieved. The reaction with bromobenzenes having an electron-donating group or a halogen substituent gave the corresponding homo-coupling products in good yields, although the reaction using heterocyclic or aliphatic bromides scarcely proceeded. A Rh(III)-bis(aryl) complex, which might be formed from RhCl(PPh3)3 and the aryl Grignard reagents, plays an important role in giving the homo-coupling products in this reaction. Furthermore, we applied the reaction to the synthesis of a novel inhibitor for integrins which is critical for several diseases.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Beilstein J Org Chem Año: 2024 Tipo del documento: Article País de afiliación: Japón Pais de publicación: Alemania

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