Nitrogen-Centered Radicals

X. L. Lu, B. Wang, S. Chiba

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

Nitrogen-containing compounds are prevalent in the key components of various functional materials and compounds such as pharmaceutical drugs. Therefore, it is extremely important to develop versatile synthetic methodologies capable of constructing C-N bonds in an efficient manner under milder reaction conditions. Apart from common ionic C-N bond-forming reactions (i.e., nucleophilic and electrophilic amination, as well as transition-metal-catalyzed C-N cross-coupling processes), leveraging of nitrogen-centered radicals for C-N bond-forming process has created another dimension to the modern synthesis of nitrogen-containing compounds. In particular, recent development of novel catalytic strategies and the design of new nitrogen-radical precursors have rendered their generation and use for C-N bond formation more practical and user-friendly for synthesis of wider array of nitrogen-containing compounds of potential use. This chapter highlights the latest developments in synthetic methods for C-N bond construction using nitrogen-centered radicals by showing selected reactions, mostly reported in the last five years, based on their structural and reactivity features as well as the method of radical generation.

Original languageEnglish
Title of host publicationScience of Synthesis
EditorsL. Fensterbank, C. Ollivier
PublisherGeorg Thieme Verlag
Pages273-321
Number of pages49
Edition4
DOIs
Publication statusPublished - 2021

Publication series

NameScience of Synthesis
Number4
Volume2020
ISSN (Print)2510-5469
ISSN (Electronic)2566-7297

Bibliographical note

Publisher Copyright:
© 2021. Thieme. All rights reserved.

ASJC Scopus Subject Areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Keywords

  • 1,5-hydrogen shift
  • C-N bond formation
  • nitrogen-centered radicals
  • radical addition
  • radicals
  • β-carbon elimination

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