Jump to main content
Jump to site search

Issue 3, 2014
Previous Article Next Article

Probing the mechanism of the Ugi four-component reaction with charge-tagged reagents by ESI-MS(/MS)

Author affiliations

Abstract

The mechanism of the Ugi four-component reaction has been investigated by electrospray ionization (tandem) mass spectrometry using charge-tagged reagents (a carboxylic acid or an amine) to favour detection. Key intermediates were transferred directly via ESI(+) from the reaction solution to the gas phase and characterized by MS measurements and MS/MS collision induced dissociation. The Mumm rearrangement (final step) was also investigated by both travelling wave ion mobility mass spectrometry and DFT calculations. The data seem to consolidate the amazingly selective mechanism of this intricate four-component reaction.

Graphical abstract: Probing the mechanism of the Ugi four-component reaction with charge-tagged reagents by ESI-MS(/MS)

Back to tab navigation

Supplementary files

Publication details

The article was received on 18 Sep 2013, accepted on 28 Oct 2013 and first published on 15 Nov 2013


Article type: Communication
DOI: 10.1039/C3CC47156J
Citation: Chem. Commun., 2014,50, 338-340
  •   Request permissions

    Probing the mechanism of the Ugi four-component reaction with charge-tagged reagents by ESI-MS(/MS)

    G. A. Medeiros, W. A. da Silva, G. A. Bataglion, D. A. C. Ferreira, H. C. B. de Oliveira, M. N. Eberlin and B. A. D. Neto, Chem. Commun., 2014, 50, 338
    DOI: 10.1039/C3CC47156J

Search articles by author

Spotlight

Advertisements