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Electro-oxidative intermolecular CSP2-H amination of heteroarenes via proton-coupled electron transfer.
Liu, Shuai; Liu, Xin; Zhang, Tian-Shu; Bao, Xiaoyu; Sheng, Xiaoyu; Qi, Zhenjie; Jiang, Dongfang.
Afiliación
  • Liu S; School of Materials and Chemical Engineering, Xuzhou University of Technology, Xuzhou, Jiangsu, 221018, P. R. China. 12102@xzit.edu.cn.
  • Liu X; School of Materials and Chemical Engineering, Xuzhou University of Technology, Xuzhou, Jiangsu, 221018, P. R. China. 12102@xzit.edu.cn.
  • Zhang TS; School of Materials and Chemical Engineering, Xuzhou University of Technology, Xuzhou, Jiangsu, 221018, P. R. China. 12102@xzit.edu.cn.
  • Bao X; School of Materials and Chemical Engineering, Xuzhou University of Technology, Xuzhou, Jiangsu, 221018, P. R. China. 12102@xzit.edu.cn.
  • Sheng X; School of Materials and Chemical Engineering, Xuzhou University of Technology, Xuzhou, Jiangsu, 221018, P. R. China. 12102@xzit.edu.cn.
  • Qi Z; Department of Engineering, Jining University, Qufu, Shandong, 273155, P. R. China. 202310001@jnxy.edu.cn.
  • Jiang D; College of Life Science and Chemistry, Hunan University of Technology, Zhuzhou, Hunan, 412008, P. R. China. dg1824035@smail.nju.edu.cn.
Org Biomol Chem ; 22(13): 2549-2553, 2024 Mar 27.
Article en En | MEDLINE | ID: mdl-38446035
ABSTRACT
A new electrochemical proton-coupled electron transfer method for the intermolecular CSP2-H amination of heteroarenes without oxidants, metal catalysts and external electrolytes has been developed. Various new N-containing heteroarenes were prepared in medium to high yields, and the indole-containing product could be converted into practical 2-oxindole by simple basic hydrolysis. Mechanistic investigation indicated that ester sulfonyl-substituted N-radicals could be formed by the combination of 2,6-lutidine and electrochemical oxidation, which is the key to achieve the desired chemoselectivity.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2024 Tipo del documento: Article Pais de publicación: Reino Unido
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2024 Tipo del documento: Article Pais de publicación: Reino Unido