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作者:

Wang, Qing-Qing (Wang, Qing-Qing.) | Xu, Kun (Xu, Kun.) | Jiang, Yang-Ye (Jiang, Yang-Ye.) | Liu, Yong-Guo (Liu, Yong-Guo.) | Sun, Bao-Guo (Sun, Bao-Guo.) | Zeng, Cheng-Chu (Zeng, Cheng-Chu.) (学者:曾程初)

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摘要:

An electrochemical CH acylation of electron-deficient Nheteroarenes with a-keto acids is reported, This first electrochemical Minisci acylation reaction proceeded using NH4I as a redox catalyst. A broad N-heteroarene scope and high functional group tolerance are observed. Selective monoacylation of N-heteroarenes is achieved via control of acyl radical at a low concentration. The results of cyclic voltametry and control experiments disclose that the electrogenerated I-2 is likely the active species to initiate the oxidative decarboxylation of carboxylate anion via an acyl hypoiodite intermediate. The electrochemical Minisci acylation provides a straightforward approach for the late-stage functionalization of pharmacophores.

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作者机构:

  • [ 1 ] [Wang, Qing-Qing]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, Beijing 100124, Peoples R China
  • [ 2 ] [Xu, Kun]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, Beijing 100124, Peoples R China
  • [ 3 ] [Jiang, Yang-Ye]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, Beijing 100124, Peoples R China
  • [ 4 ] [Zeng, Cheng-Chu]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, Beijing 100124, Peoples R China
  • [ 5 ] [Xu, Kun]Nanyang Normal Univ, Coll Chem & Pharmaceut Engn, Nanyang 473061, Henan, Peoples R China
  • [ 6 ] [Liu, Yong-Guo]Beijing Technol & Business Univ, Beijing Key Lab Flavor Chem, Beijing 100048, Peoples R China
  • [ 7 ] [Sun, Bao-Guo]Beijing Technol & Business Univ, Beijing Key Lab Flavor Chem, Beijing 100048, Peoples R China

通讯作者信息:

  • 曾程初

    [Zeng, Cheng-Chu]Beijing Univ Technol, Coll Life Sci & Bioengn, Beijing Key Lab Environm & Viral Oncol, Beijing 100124, Peoples R China

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来源 :

ORGANIC LETTERS

ISSN: 1523-7060

年份: 2017

期: 20

卷: 19

页码: 5517-5520

5 . 2 0 0

JCR@2022

ESI学科: CHEMISTRY;

ESI高被引阀值:127

中科院分区:1

被引次数:

WoS核心集被引频次: 133

SCOPUS被引频次: 134

ESI高被引论文在榜: 0 展开所有

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