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Synthesis of Mannich-type derivatives from amides activated by hydrogen bonding with ZnCl2.
Hu, Zhiyu; Xie, Zongbo; Zhu, Zhiqiang; Gong, Bozhen; Jiang, Guofang; Le, Zhanggao.
Affiliation
  • Hu Z; Jiangxi Province Key Laboratory of Synthetic Chemistry, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.edu.cn zhgle@ecut.edu.cn and School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.ed
  • Xie Z; Jiangxi Province Key Laboratory of Synthetic Chemistry, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.edu.cn zhgle@ecut.edu.cn and School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.ed
  • Zhu Z; Jiangxi Province Key Laboratory of Synthetic Chemistry, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.edu.cn zhgle@ecut.edu.cn and School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.ed
  • Gong B; Jiangxi Province Key Laboratory of Synthetic Chemistry, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.edu.cn zhgle@ecut.edu.cn and School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.ed
  • Jiang G; Jiangxi Province Key Laboratory of Synthetic Chemistry, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.edu.cn zhgle@ecut.edu.cn and School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.ed
  • Le Z; Jiangxi Province Key Laboratory of Synthetic Chemistry, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.edu.cn zhgle@ecut.edu.cn and School of Chemistry, Biology and Material Science, East China University of Technology, Nanchang 330013, Jiangxi, China. zbxie@ecut.ed
Org Biomol Chem ; 18(44): 9095-9099, 2020 11 28.
Article in En | MEDLINE | ID: mdl-33146660
ABSTRACT
The amide group has one of the most significant functionalities found in many natural products. Herein, low-nucleophilic amides are used in a Mannich-type reaction to synthesize N-acyl-protected amine derivatives. A highly efficient synthetic method utilizing simple aldehydes, N-substituted anilines, and amides as substrates was established through a one-pot amide pathway activated by hydrogen bonding between the ZnCl2 and amide under solvent-free conditions. This strategy can be broadly applied to medicinal chemistry. More importantly, compared with the previous Lewis acid catalyzed reaction, we proposed a new application of zinc chloride.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Biomol Chem Journal subject: BIOQUIMICA / QUIMICA Year: 2020 Type: Article Affiliation country: China
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Biomol Chem Journal subject: BIOQUIMICA / QUIMICA Year: 2020 Type: Article Affiliation country: China