The urea renaissance

Nicole Volz, Jonathan Clayden*

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)peer-review

88 Citations (Scopus)

Abstract

Over the last decade the use of urea derivatives as useful reagents, catalysts, and structural features in organic chemistry has increased rapidly. They now find utility as hydrogen-bond donors in organocatalysts and anion transporters, as important scaffolds in supramolecular chemistry, as lithiation directors, amination substrates, and promoters of metalation, and as substrates for novel rearrangement reactions. Highlighted herein is the remarkably rapid and recent development of the chemistry of ureas, which for many years had been considered unreactive, intractable, and of little value. It's back: This Minireview summarizes the development of urea chemistry during the last few years by taking examples to illustrate each of the themes associated with this renaissanceâureas as lithiation directors, the design of urea-based catalysts and supramolecular structures, the increased reactivity that is characteristic of more hindered ureas, and the electrophilicity disguised within electron-rich aromatic ureas (see picture).

Original languageEnglish
Pages (from-to)12148-12155
Number of pages8
JournalAngewandte Chemie - International Edition
Volume50
Issue number51
Early online date15 Nov 2011
DOIs
Publication statusPublished - 16 Dec 2011

Keywords

  • amination
  • hydrogen bonds
  • palladium
  • rearrangement
  • urea

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