Chinese Journal of Organic Chemistry ›› 2023, Vol. 43 ›› Issue (3): 1187-1196.DOI: 10.6023/cjoc202206052 Previous Articles     Next Articles

Special Issue: 中国女科学家专辑



汤振, 皮超*(), 吴养洁, 崔秀灵*()   

  1. 郑州大学化学学院 绿色催化研究中心 河南省高校应用化学重点实验室 河南省化学生物学与有机化学重点实验室 郑州 450052
  • 收稿日期:2022-06-28 修回日期:2022-08-25 发布日期:2022-09-15
  • 通讯作者: 皮超, 崔秀灵
  • 基金资助:
    国家重点研发计划国际合作项目基金(2016YFE0132600); 河南省杰出外籍科学家工作室(GZS2020001); 河南省重点研发与推广专项(212102311068)

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()   

  1. 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
  • Received:2022-06-28 Revised:2022-08-25 Published:2022-09-15
  • Contact: Chao Pi, Xiuling Cui
  • Supported by:
    National Key R&D Program of China(2016YFE0132600); Henan Center for Outstanding Overseas Scientists(GZS2020001); Technological Project of Henan Province(212102311068)

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