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2022 , Vol. 42 >Issue 1: 172 - 180

DOI: https://doi.org/10.6023/cjoc202107038

研究论文

Rh(III)催化偶氮苯与碳酸亚乙烯基酯的环化反应

  • 张文杰 ,
  • 李超 ,
  • 王博超 ,
  • 高慧 ,
  • 李洪基
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  • a 淮北师范大学化学与材料科学学院 教育部绿色和精准合成化学及应用重点实验室 安徽淮北 235000
    b 广西师范大学 省部共建药用资源化学与药物分子工程国家重点实验室 广西桂林 541004

收稿日期: 2021-07-18

  修回日期: 2021-09-16

  网络出版日期: 2021-09-27

基金资助

国家自然科学基金(21772061); 安徽省高校优秀人才(gxyq2020015); 省部共建药用资源化学与药物分子工程国家重点实验室(广西师范大学)(CMEMR2021-B14)

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Rh(III)-Catalyzed Annulation of Azobenzenes with Vinylene Carbonate

  • Wenjie Zhang ,
  • Chao Li ,
  • Bochao Wang ,
  • Hui Gao ,
  • Hongji Li
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  • a Key Laboratory of Green and Precise Synthetic Chemistry and Applications, Ministry of Education, School of Chemistry and Materials Science, Huaibei Normal University, Huaibei, Anhui 235000
    b State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, Guangxi Normal University, Guilin, Guangxi 541004
* Corresponding authors. E-mail: ;

Received date: 2021-07-18

  Revised date: 2021-09-16

  Online published: 2021-09-27

Supported by

National Natural Science Foundation of China(21772061); Research Funding for Outstanding Young Talents in Colleges and Universities of Anhui Province(gxyq2020015); State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources (Guangxi Normal University)(CMEMR2021-B14)

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摘要

报道了利用导向基策略实现Rh(III)催化芳基偶氮苯与碳酸亚乙烯基酯的环化反应. 该反应体系可以一步构建吲唑类化合物骨架. 值得指出的是碳酸亚乙烯基酯中的一个碳原子参与吲唑环的构建, 另一个碳原子用于醛的生成. 该反应能够高效合成一系列吲唑衍生物, 产物收率中等到良好.

关键词： Rh催化; 偶氮苯; 碳酸亚乙烯基酯; 环化反应

本文引用格式

张文杰 , 李超 , 王博超 , 高慧 , 李洪基 . Rh(III)催化偶氮苯与碳酸亚乙烯基酯的环化反应[J]. 有机化学, 2022 , 42(1) : 172 -180 . DOI: 10.6023/cjoc202107038

Abstract

A mild Rh(III)-catalyzed annulation of azobenzenes with vinylene carbonate via inert C—H bond activation has been developed. In this reaction system, vinylene carbonate provides one vinyl carbon for the construction of indazole backbone, and leaves the other one for the formation of aldehyde. This annulation enables the direct synthesis of 2H-indazole- 3-carbaldehyde with excellent regioselectivity in moderate to good yields.

Key words： Rh catalysis; azobenzene; vinylene carbonate; annulation

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