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Cp*IrIII-Catalyzed C8-Selective C-H Activation Enables Room-Temperature Direct Arylation of Quinoline N-Oxides with Arylsilanes.
Tian, Hua; Hou, Tingting; Yang, Xin; Xu, Heng; Dong, Yi.
Afiliação
  • Tian H; State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
  • Hou T; Beijing Key Laboratory of Active Substances Discovery and Druggability Evaluation, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
  • Yang X; Key Laboratory of Small Molecule Immuno-Oncology Drug Discovery, Chinese Academy of Medical Sciences, Beijing 100050, China.
  • Xu H; State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
  • Dong Y; Beijing Key Laboratory of Active Substances Discovery and Druggability Evaluation, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
J Org Chem ; 88(23): 16365-16375, 2023 Dec 01.
Article em En | MEDLINE | ID: mdl-37948572
ABSTRACT
The Cp*Ir-catalyzed C8-selective arylation of quinoline N-oxides with arylsilanes is developed. This C-H activation transformation can be carried out under mild reaction conditions in good yields with a broad substrate scope and excellent functional-group tolerance. This protocol can be easily used to synthesize diverse quinoline derivatives and enable the late-stage modification of quinoline drugs. A plausible reaction mechanism is elucidated based on a series of preliminary mechanistic studies.

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2023 Tipo de documento: Article

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2023 Tipo de documento: Article