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Chinese Journal of Organic Chemistry >

2022 , Vol. 42 >Issue 12: 3959 - 3978

DOI: https://doi.org/10.6023/cjoc202210013

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Recent Progress in Aryl Radical-Mediated Cyclization of Unsaturated Bonds Based on Aryldiazonium Salts

  • Song Jiang ,
  • Ning Nan ,
  • Jinghao He ,
  • Jiacheng Guo ,
  • Jinghao Qin ,
  • Yexiang Xie ,
  • Xuanhui Ouyang ,
  • Renjie Song
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  • a Key Laboratory of Jiangxi Province for Persistent Pollutants Control and Resources Recycle, Nanchang 330063
    b State Key Laboratory of Chemo/Biosensing and Chemometrics, Changsha 410082
    c Key Laboratory for Microstructural Control of Metallic Materials of Jiangxi Province, Nanchang 330063
†These authors contributed equally to this work.
*E-mail: ;
;

Received date: 2022-10-14

  Revised date: 2022-11-18

  Online published: 2022-11-28

Supported by

National Natural Science Foundation of China(51878326); National Natural Science Foundation of China(21861027); National Natural Science Foundation of China(22161030); National Natural Science Foundation of China(21901100); Natural Science Foundation of Jiangxi Province(20212ACB203007); Natural Science Foundation of Jiangxi Province(20204BCJ23010); Natural Science Foundation of Jiangxi Province(20202ACBL216017); Natural Science Foundation of Jiangxi Province(20212AEI91002); Natural Science Foundation of Jiangxi Province(20202ACB203002); Special Project Funds of State Key Laboratory(SKLCBSC-2021019)

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Abstract

Aryldiazonium salts are widely used in organic synthesis due to their high reactivity and readily availability. As a common arylation reagent, aryl diazonium salts have been widely used in material chemistry, dye chemistry and medicinal chemistry by retaining and leaving N2 skeleton. In recent years, with the rapid development of radical chemistry, the cyclization reaction involving aryl radicals, which produced by aryldiazonium salts, has also been developed rapidly, and this strategy also stimulates the enthusiasm of organic chemists to construct various ring compounds. In this review, the addition of unsaturated carbon-carbon bonds and carbon-nitrogen bonds to construct various cyclic compounds from aryl radicals is summarized and classified according to the size of the cyclic compounds. Finally, the current research progress is summarized.

Key words： aryl diazonium salts; aryl radical; unsaturated bonds; cyclization

Cite this article

Song Jiang , Ning Nan , Jinghao He , Jiacheng Guo , Jinghao Qin , Yexiang Xie , Xuanhui Ouyang , Renjie Song . Recent Progress in Aryl Radical-Mediated Cyclization of Unsaturated Bonds Based on Aryldiazonium Salts[J]. Chinese Journal of Organic Chemistry, 2022 , 42(12) : 3959 -3978 . DOI: 10.6023/cjoc202210013

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