Synthesis 2020; 52(07): 1067-1075
DOI: 10.1055/s-0039-1691541
paper
© Georg Thieme Verlag Stuttgart · New York

Catalyst-Free Synthesis of 1,4-Dihydroquinolines and Pyrrolo[1,2-a]quinolines via Intermolecular [4+2]/[3+2] Radical Cyclization of N-Methylanilines with Alkynoates

Authors

  • Zaigang Luo

    a   College of Chemical Engineering, Anhui University of Science and Technology, Huainan 232001, P. R. of China   eMail: zgluo@aust.edu.cn
  • Xinxin Han

    a   College of Chemical Engineering, Anhui University of Science and Technology, Huainan 232001, P. R. of China   eMail: zgluo@aust.edu.cn
  • Chenfu Liu

    b   School of Pharmaceutical Science, Gannan Medical University, Ganzhou 341000, P. R. of China
  • Qiannan Liu

    a   College of Chemical Engineering, Anhui University of Science and Technology, Huainan 232001, P. R. of China   eMail: zgluo@aust.edu.cn
  • Rui Li

    a   College of Chemical Engineering, Anhui University of Science and Technology, Huainan 232001, P. R. of China   eMail: zgluo@aust.edu.cn
  • Peng Liu

    c   Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, Guangzhou 510530, P. R. of China
  • Xuemei Xu

    a   College of Chemical Engineering, Anhui University of Science and Technology, Huainan 232001, P. R. of China   eMail: zgluo@aust.edu.cn

This work was supported by the University Natural Science Research Project of Anhui Province (No. KJ2019A0116) and the Natural Science Foundation of Anhui Province (No. 1608085MB38).
Weitere Informationen

Publikationsverlauf

Received: 20. Oktober 2019

Accepted after revision: 29. November 2019

Publikationsdatum:
02. Januar 2020 (online)


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Abstract

Intermolecular [4+2]/[3+2] radical annulation of N-methyl­anilines with alkynoates under metal- and photoredox-catalyst-free conditions provides a practical and efficient method to synthesize bioactive 1,4-dihydroquinolines and pyrrolo[1,2-a]quinolines in one pot in moderate to high overall yields.

Supporting Information