Synthesis 2015; 47(23): 3701-3710
DOI: 10.1055/s-0035-1560208
paper
© Georg Thieme Verlag Stuttgart · New York

New and Efficient Synthesis of 2,3,4-Trisubstituted 2H-Pyrrolo[3,4-c]quinolines via a MCR/Staudinger/Aza-Wittig Sequence

Authors

  • Feng Qu

    a   College of Chemical Engineering and Food Science, Hubei University of Arts and Science, Xiangyang, 441053, Hubei Province, P. R. of China
  • Ruo-Fei Hu

    a   College of Chemical Engineering and Food Science, Hubei University of Arts and Science, Xiangyang, 441053, Hubei Province, P. R. of China
  • Le Gao

    a   College of Chemical Engineering and Food Science, Hubei University of Arts and Science, Xiangyang, 441053, Hubei Province, P. R. of China
  • Jing Wu

    a   College of Chemical Engineering and Food Science, Hubei University of Arts and Science, Xiangyang, 441053, Hubei Province, P. R. of China
  • Xiao-Hong Cheng

    b   Hubei Key Laboratory of Low Dimensional Optoelectronic Materials and Devices, Hubei University of Arts and Science, Xiangyang, 441053, Hubei Province, P. R. of China
  • Song Wang

    b   Hubei Key Laboratory of Low Dimensional Optoelectronic Materials and Devices, Hubei University of Arts and Science, Xiangyang, 441053, Hubei Province, P. R. of China
  • Ping He*

    a   College of Chemical Engineering and Food Science, Hubei University of Arts and Science, Xiangyang, 441053, Hubei Province, P. R. of China
    b   Hubei Key Laboratory of Low Dimensional Optoelectronic Materials and Devices, Hubei University of Arts and Science, Xiangyang, 441053, Hubei Province, P. R. of China
Further Information

Publication History

Received: 07 July 2015

Accepted after revision: 14 August 2015

Publication Date:
01 September 2015 (online)


Graphical Abstract

Abstract

A new and efficient method for the construction of 2,3,4-trisubstituted 2H-pyrrolo[3,4-c]quinoline derivatives was developed. Starting from easily accessible 2-azidobenzaldehyde, nitromethane, 1,3-dicarbonyl compounds, and various amines gave the multicomponent reaction (MCR) products, 1-substituted 3-acyl-4-(2-azidophenyl)-2-methyl-1H-pyrroles, that underwent Staudinger/aza-Wittig cyclization of in the presence of triphenylphosphine to give the final products.

Supporting Information