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Synthesis of Nitrogen-Containing Heterocycles via Imidoyl or Iminyl Radical Intermediates

  • Jian Lei
  • Dengke Li
  • Qiang Zhu
Chapter
Part of the Topics in Heterocyclic Chemistry book series (TOPICS, volume 54)

Abstract

Synthesis of nitrogen-containing heterocycles with isocyanides, isothiocyanates, nitriles, imines, oxime derivatives, and other related compounds has been deeply investigated in organic synthesis. This chapter mainly focuses on summarizing radical cyclization reactions of these C-N unsaturated precursors to afford N-heterocycles in the past decade as well as some earlier feature examples. In most cases, imidoyl or iminyl radicals are involved in cyclizing onto unsaturated systems or heteroatoms to generate N-heterocycles, such as phenanthridines, (iso)quinolines, pyridines, indoles, and pyrroles. A few examples via other types of radical intermediates starting from isothiocyanates, isocyanates, and analogous structures are also included.

Keywords

Cyclization reactions Homolytic substitution Imidoyl radicals Iminyl radicals Nitrogen heterocycles Radical reactions 

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Copyright information

© Springer International Publishing AG, part of Springer Nature 2017

Authors and Affiliations

  1. 1.College of Chemical Engineering and Materials ScienceQuanzhou Normal UniversityQuanzhouP. R. China
  2. 2.Guangzhou Institutes of Biomedicine and Health, Chinese Academy of SciencesGuangzhouP. R. China

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