One-pot decarboxylative acylation of N-, O-, S-nucleophiles and peptides with 2,2-disubstituted malonic acids

Iryna O. Lebedyeva, Suvendu Biswas, Kevin Goncalves, Sean M. Sileno, Ashton R. Jackson, Kunal Patel, Peter J. Steel, Alan R. Katritzky

Research output: Contribution to journalArticle

4 Scopus citations

Abstract

Monocarbonyl activation of 2,2-disubstituted malonic acids with benzotriazole leads to decarboxylation of one of the carboxy groups and formation of a C-H bond. Intermediate carbonyl benzotriazoles then readily acylate nucleophilic reagents and peptides resulting in libraries of conjugates and peptidomimetics.

Original languageEnglish (US)
Pages (from-to)11695-11698
Number of pages4
JournalChemistry - A European Journal
Volume20
Issue number37
DOIs
StatePublished - Jan 1 2014

Keywords

  • acylation
  • cleavage reactions
  • conjugates
  • decarboxylation
  • peptides

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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    Lebedyeva, I. O., Biswas, S., Goncalves, K., Sileno, S. M., Jackson, A. R., Patel, K., Steel, P. J., & Katritzky, A. R. (2014). One-pot decarboxylative acylation of N-, O-, S-nucleophiles and peptides with 2,2-disubstituted malonic acids. Chemistry - A European Journal, 20(37), 11695-11698. https://doi.org/10.1002/chem.201403529