Synthesis of Amines by Rearrangement (Update 2020)

C. I. Ochoa, U. K. Tambar

Research output: Chapter in Book/Report/Conference proceedingChapter

Abstract

The synthesis of amines is one of the most important areas of research in organic chemistry due to the prevalence of nitrogen atoms in many functional molecules, including natural products, pharmaceutical drugs, and agrochemicals. The synthesis of amines through rearrangement reactions has been heavily researched and discussed over the past few decades. One of the most comprehensive reviews of this topic was included in Science of Synthesis (Section 40.1.1.4). The purpose of this review is to provide an up-todate account of new methods and synthetic developments in amine rearrangement reactions within the last decade. Over this period of time, new chemistry has been developed which was not discussed in any particular section in the original account on this topic. Thus, this chapter serves as a supplementary document to the earlier review but is also a source of new synthetic strategies not discussed previously. The chapter is arranged in two sections: rearrangements from carbon to nitrogen, and rearrangements from nitrogen to carbon.

Original languageEnglish (US)
Title of host publicationKnowledge Updates 2020/2
EditorsM. Christmann, Z. Huang, J.A. Joule, C.-J. Li, J.J. Li, C. Marschner, E.J. Petersson, H.-U. Reissig, A.O. Terent'ev
PublisherGeorg Thieme Verlag
PagesXII and 315-373
ISBN (Electronic)9783132435612
StatePublished - 2020

Publication series

NameScience of Synthesis
Volume2
ISSN (Print)2510-5469
ISSN (Electronic)2566-7297

Keywords

  • Amines
  • Aza-Wittig rearrangement
  • Beckmann rearrangement
  • Curtius rearrangement
  • Hofmann rearrangement
  • Lossen rearrangement
  • Overman rearrangement
  • Rearrangements
  • Sommelet–Hauser rearrangement
  • Stevens rearrangement

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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