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Chinese Journal of Organic Chemistry >

2019 , Vol. 39 >Issue 11: 3244 - 3249

DOI: https://doi.org/10.6023/cjoc201903024

Copper-Catalyzed Aerobic Oxidation Strategy: A Concise Route to Isatin

  • Muhammad Siddique Ahmad ,
  • Yamin Zhu ,
  • Yunlong Guo ,
  • Saisai Zhang ,
  • Zengming Shen
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  • School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240

Received date: 2019-03-14

  Online published: 2019-06-12

Supported by

the National Natural Sciences Foundation of China(21672144)

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Abstract

A copper-catalyzed decarbonylation cyclization to form isatins using oxygen as terminal oxidant is developed. This complementary way offers a new protocol for the synthesis of isatins through C(sp3)—H bond functionalization in Cu/O2/Co system. This system shows good reactivity and compatibility. Both electron-rich and electron-deficient functional groups can be tolerated. A postulated mechanism is proposed based on mechanistic studies and previous reports.

Key words： Cu catalyst; C—H bond activation; isatin; decarbonylation; oxygen

Cite this article

Muhammad Siddique Ahmad , Yamin Zhu , Yunlong Guo , Saisai Zhang , Zengming Shen . Copper-Catalyzed Aerobic Oxidation Strategy: A Concise Route to Isatin[J]. Chinese Journal of Organic Chemistry, 2019 , 39(11) : 3244 -3249 . DOI: 10.6023/cjoc201903024

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