Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (7): 2078-2085.DOI: 10.6023/cjoc202002007 Previous Articles     Next Articles

Special Issue: 有机光催化虚拟合辑


彭美a, 郑扬帆a, 黄浩b, 叶佳a, 邓兴国c, 何纯莲a   

  1. a 湖南师范大学药学院 小分子靶向药物研究与创制湖南省重点实验室 长沙 410081;
    b 宜春学院化学与生物工程学院 江西宜春 336000;
    c 湖南食品药品职业学院 长沙 410081
  • 收稿日期:2020-02-06 修回日期:2020-03-25 发布日期:2020-04-13
  • 通讯作者: 邓兴国, 何纯莲;
  • 基金资助:

Visible-Light-Induced Cycloaddition Involving N-Propargylanilines with Arylsulfonylhydrazides: Rapid Access to 3-Sulfonated Quinoline Derivatives without Base and Catalyst

Peng Meia, Zheng Yangfana, Huang Haob, Ye Jiaa, Deng Xingguoc, He Chunliana   

  1. a Key Laboratory of Study and Discovery of Small Targeted Molecules of Hunan Province, School of Medicine, Hunan Normal University, Changsha 410081;
    b School of Chemistry and Bioengineering, Yichun University, Yichun, Jiangxi 336000;
    b Hunan Food and Drug Vocational College, Changsha 410081
  • Received:2020-02-06 Revised:2020-03-25 Published:2020-04-13
  • Supported by:
    Project supported by the National Natural Science Foundation of China (Nos. 21176063, 81803720), the Hunan Provincial Natural Science Foundation (Nos. 18JJ5018, 2019JJ50383), and the Department of Science and Technology Foundation of Changsha City (Nos. kq1706047, kq1801038), and the Key Laboratory of Study and Discovery of Small Targeted Molecules of Hunan Province (No. 2019CG06).

A visible-light-induced oxidative cyclization of N-propargylanilines with arylsulfonylhydrazides was developed using tert-butyl hydroperoxide as oxidant. This transformation offers a straightforward route to 3-sulfonated quinoline derivatives with good functional group tolerance, good to excellent yields and high regio-selectivity.

Key words: visible-light, arylsulfonylhydrazides, 3-sulfonated quinoline derivatives, regio-selectivity