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Chinese Journal of Organic Chemistry >

2023 , Vol. 43 >Issue 3: 1187 - 1196

DOI: https://doi.org/10.6023/cjoc202206052

ARTICLES

Rhodium-Catalyzed Tandem Acylmethylation/Annulation Reactions of 2-Aryl-2H-indazoles with Sulfoxonium Ylides: Easy Access to 6-Arylindazolo[2,3-a]quinolines

  • Zhen Tang ,
  • Chao Pi ,
  • Yangjie Wu ,
  • Xiuling Cui
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  • Henan Key Laboratory of Chemical Biology and Organic Chemistry, Key Laboratory of Applied Chemistry of Henan Universities, Green Catalysis Center and College of Chemistry, Zhengzhou University, Zhengzhou 450052
* Corresponding authors. E-mail: ;

Received date: 2022-06-28

  Revised date: 2022-08-25

  Online published: 2022-09-15

Supported by

National Key R&D Program of China(2016YFE0132600); Henan Center for Outstanding Overseas Scientists(GZS2020001); Technological Project of Henan Province(212102311068)

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Abstract

An efficient synthesis of 6-arylindazolo[2,3-a]quinolines starting from 2-aryl-2H-indazoles with sulfoxonium ylides via rhodium(III)-catalyzed C—H activation and cyclization reaction has been described. This transformation features high efficiency, tolerates various functional groups, avoids external oxidant and produces dimethyl sulfoxide (DMSO) and H2O as the sole by-products. In addition, the scale-up reaction demonstrated the practicability of this protocol in industry.

Key words： 2-aryl-2H-indazoles; sulfoxonium ylides; rhodium-catalyzed; cyclization

Cite this article

Zhen Tang , Chao Pi , Yangjie Wu , Xiuling Cui . Rhodium-Catalyzed Tandem Acylmethylation/Annulation Reactions of 2-Aryl-2H-indazoles with Sulfoxonium Ylides: Easy Access to 6-Arylindazolo[2,3-a]quinolines[J]. Chinese Journal of Organic Chemistry, 2023 , 43(3) : 1187 -1196 . DOI: 10.6023/cjoc202206052

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