4.5 Article

Insight into the Mechanisms of the Multicomponent Ugi and Ugi-Smiles Reactions by ESI-MS(/MS)

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2014, Issue 32, Pages 7087-7090

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201403179

Keywords

Multicomponent reactions; Reaction mechanisms; Reaction intermediates; Rearrangement; Mass spectrometry

Funding

  1. Italian Ministero dell'Universita e della Ricerca (MIUR) [PRIN 2010-2011]
  2. French National Agency for Research (ANR) [ANR-13-BS07-0009-01]
  3. Agence Nationale de la Recherche (ANR) [ANR-13-BS07-0009] Funding Source: Agence Nationale de la Recherche (ANR)

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The mechanisms of the Ugi and Ugi-Smiles reactions were investigated by using finely selected reaction conditions that allowed all of the intermediates to be fish-out and characterized by ESI-MS/MS. New insight into the Ugi and Ugi-Smiles reaction mechanisms is provided without using charge-tagged reagents. Characterization of the isomeric species of the Mumm rearrangement in the gas phase was performed by using MS/MS.

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