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Chinese Journal of Organic Chemistry >

2022 , Vol. 42 >Issue 1: 190 - 199

DOI: https://doi.org/10.6023/cjoc202107018

ARTICLES

Catalytic Synthesis of Pyrazine and Ketone Derivatives by Unsymmetrical Triazolyl-Naphthyridinyl-Pyridine Copper

  • Jiahao Li ,
  • Yike Yang ,
  • Wenkang Hu ,
  • Xiaofeng Xia ,
  • Dawei Wang
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  • a Key Laboratory of Synthetic and Biological Colloids, Ministry of Education, School of Chemical and Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122
    b Department of Criminal Science and Technology, Henan Police College, Zhengzhou 450046
* Corresponding author. E-mail:

Received date: 2021-07-07

  Revised date: 2021-09-02

  Online published: 2021-09-08

Supported by

National Natural Science Foundation of China(21776111)

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Abstract

A novel method for the synthesis of pyrazine and ketone derivatives was developed by using asymmetric ligand-based catalyst TNP-Cu@rGO. The screening of reaction bases, solvents, reaction temperatures and time was conducted to determine optimal reaction conditions. The reaction scope and generality of this methodology for the synthesis of pyrazines were tested and the results showed that this catalytic system had good functional tolerance. More than twenty substrates experiments were successfully set up, and pyrazines with moderate to high yields were isolated. Additionally, this catalytic system could also be used to the systhesis of ketones in good yields. Furthermore, the mechanism investigations were conducted for the synthesis of pyrazine derivatives to better understand the synthesis of pyrazines. The recycling test of TNP-Cu@rGO for the synthesis of pyrazines was investigated and the experiments showed that the catalyst could still maintain high catalytic activity for five times.

Key words： borrowing hydrogen; unsymmetrical; pyrazine; copper

Cite this article

Jiahao Li , Yike Yang , Wenkang Hu , Xiaofeng Xia , Dawei Wang . Catalytic Synthesis of Pyrazine and Ketone Derivatives by Unsymmetrical Triazolyl-Naphthyridinyl-Pyridine Copper[J]. Chinese Journal of Organic Chemistry, 2022 , 42(1) : 190 -199 . DOI: 10.6023/cjoc202107018

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