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Insight into the Mechanisms of the Multicomponent Ugi and Ugi–Smiles Reactions by ESI‐MS(/MS)
Author(s) -
Iacobucci Claudio,
Reale Samantha,
Gal JeanFrançois,
De Angelis Francesco
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201403179
Subject(s) - chemistry , ugi reaction , smiles rearrangement , reagent , combinatorial chemistry , stereochemistry , isocyanide , organic chemistry
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.