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An Efficient, One-Pot Transamidation of 8-Aminoquinoline Amides Activated by Tertiary-Butyloxycarbonyl.
Wu, Wengang; Yi, Jun; Xu, Huipeng; Li, Shuangjun; Yuan, Rongxin.
Afiliación
  • Wu W; College of Chemistry, Chemical Engineering and Materials Science of Soochow University, 199 Ren'ai Road, Suzhou, Jiangsu 215123, China. 20155209006@suda.edu.cn.
  • Yi J; Jiangsu Laboratory of Advanced Functional Material, School of Chemistry and Materials Engineering, Changshu Institute of Technology, Changshu 215500, China. yijun08@mail.ustc.edu.cn.
  • Xu H; Jiangsu Laboratory of Advanced Functional Material, School of Chemistry and Materials Engineering, Changshu Institute of Technology, Changshu 215500, China. xuhp150315217cslg@126.com.
  • Li S; Jiangsu Laboratory of Advanced Functional Material, School of Chemistry and Materials Engineering, Changshu Institute of Technology, Changshu 215500, China. lisj150315206cslg@126.com.
  • Yuan R; Jiangsu Laboratory of Advanced Functional Material, School of Chemistry and Materials Engineering, Changshu Institute of Technology, Changshu 215500, China. yuanrx@cslg.edu.cn.
Molecules ; 24(7)2019 Mar 29.
Article en En | MEDLINE | ID: mdl-30934862
The efficient, one-pot access to the transamidation of 8-aminoquinoline (8-AQ), notorious for its harsh removal conditions, has been widely employed as an auxiliary in C⁻H functionalization reactions due to its strong directing ability. In this study, the facile and mild Boc protection of the corresponding 8-AQ amide was critical to activate the amide C(acyl)⁻N bond by twisting its geometry to lower the amidic resonance energy. Both aryl and alkyl amines proceeded transamidation in one-pot, user-friendly conditions with excellent yields.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Amidas / Aminoquinolinas Idioma: En Revista: Molecules Asunto de la revista: BIOLOGIA Año: 2019 Tipo del documento: Article País de afiliación: China Pais de publicación: Suiza

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Amidas / Aminoquinolinas Idioma: En Revista: Molecules Asunto de la revista: BIOLOGIA Año: 2019 Tipo del documento: Article País de afiliación: China Pais de publicación: Suiza