4.8 Article

Electroreductive C3 Pyridylation of Quinoxalin-2(1H)-ones: An Effective Way to Access Bidentate Nitrogen Ligands

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ORGANIC LETTERS
卷 23, 期 3, 页码 1081-1085

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c04296

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资金

  1. National Natural Science Foundation of China [21902083, 22074079]
  2. College Students Innovation and Entrepreneurship Training Project of Shandong Province [S201910446044]
  3. Natural Science Foundation of Shandong Province [ZR2020QB130, ZR2018MB014]
  4. Talent Program Foundation of Qufu Normal University [6132, 6125]

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The electroreductive-induced C3 pyridylation of quinoxalin-2(1H)-ones with cyanopyridines provides a convenient, efficient, and gram-scale synthesis strategy for a series of new types of potential bidentate nitrogen ligands, achieving yields of over 95% in more than 36 examples.
The construction of functional N-containing active biomolecules and bidentate nitrogen ligands by electroreductive pyridylation of N-heteroaromatics is an eye-catching task and challenge. A simple and practical electroreductive-induced C3 pyridylation of quinoxalin-2(1H)-ones with readily available cyanopyridines is reported. More than 36 examples are supplied, and the reaction performed in >95% yield. The present protocol provides a convenient, efficient, and gram-scale synthesis strategy for a series of new types of potential bidentate nitrogen ligands.

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