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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 7: 2078 - 2085

DOI: https://doi.org/10.6023/cjoc202002007

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

  • Peng Mei ,
  • Zheng Yangfan ,
  • Huang Hao ,
  • Ye Jia ,
  • Deng Xingguo ,
  • He Chunlian
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  • 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 date: 2020-02-06

  Revised date: 2020-03-25

  Online 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).

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Abstract

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

Cite this article

Peng Mei , Zheng Yangfan , Huang Hao , Ye Jia , Deng Xingguo , He Chunlian . Visible-Light-Induced Cycloaddition Involving N-Propargylanilines with Arylsulfonylhydrazides: Rapid Access to 3-Sulfonated Quinoline Derivatives without Base and Catalyst[J]. Chinese Journal of Organic Chemistry, 2020 , 40(7) : 2078 -2085 . DOI: 10.6023/cjoc202002007

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