Synthesis 2023; 55(17): 2702-2712
DOI: 10.1055/a-2096-7045
paper

A Nickel(II) Chloride and Tetrahydroxydiboron Cocatalyzed Facile Synthesis of Benzo[b]azepines with an Appended Fluorinated Side Chain

Authors

  • Wenqing Lei

    a   Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, P. R. of China
  • Yingfan Yang

    a   Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, P. R. of China
  • Minjie Guo

    b   Institute for Molecular Design and Synthesis, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, P. R. of China
  • Wentao Zhao

    a   Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, P. R. of China
  • Guangwei Wang

    a   Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, P. R. of China

The authors are grateful for the financial support from the National Natural Science Foundation of China (No. 22271214).


Graphical Abstract

Abstract

A novel nickel-catalyzed chemoselective cascade reaction strategy towards the synthesis of benzo[b]azepines was developed. The method is characterized by simple and mild conditions, low cost, and a wide range of substrates. This method enabled the facile and efficient synthesis of a series of 2,3,4,5-tetrahydro-1H-benzo[b]azepine analogues with an appended fluorinated side chain.

Supporting Information



Publication History

Received: 19 April 2023

Accepted after revision: 22 May 2023

Accepted Manuscript online:
22 May 2023

Article published online:
19 June 2023

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