Diazo-Mediated Homologation Reactions

Nuno R. Candeias, Hélio M.T. Albuquerque

Research output: Chapter in Book/Report/Conference proceedingChapterScientificpeer-review

Abstract

The use of diazo compounds in homologation reactions is timeless. Despite the first transformations being reported almost a century ago, this class of compounds continues to be used in both academia and industry. In this chapter we cover the main methods for preparation of diazo compounds mostly used for homologations, as well as the most common homologation methods, specifically the homologation of aldehydes and ketones, carboxylic acids, and their derivatives. The topics are introduced through a brief historical perspective and compile the most relevant works on the field of homologations with diazo compounds.

Original languageEnglish
Title of host publicationHomologation Reactions
Subtitle of host publicationReagents, Applications, and Mechanisms: Volume 1 and 2
EditorsVittorio Pace
PublisherWiley-VCH Verlag
Pages1-77
Number of pages77
Volume1-2
ISBN (Electronic)9783527830237
ISBN (Print)9783527351244
DOIs
Publication statusPublished - 2023
Publication typeA3 Book chapter

Keywords

  • Arndt–Eistert homologation
  • Buchner–Curtius–Schlotterbeck reaction
  • Colvin rearrangement
  • Diazo compounds
  • Roskamp reaction
  • Seyferth–Gilbert
  • Wolff rearrangement
  • α-diazo carbonyl

Publication forum classification

  • Publication forum level 2

ASJC Scopus subject areas

  • General Chemistry
  • General Chemical Engineering

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