Premium
Predicting New Ugi–Smiles Couplings: A Combined Experimental and Theoretical Study
Author(s) -
Ramozzi Romain,
Chéron Nicolas,
El Kaïm Laurent,
Grimaud Laurence,
FleuratLessard Paul
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201400336
Subject(s) - ugi reaction , computer science , computational chemistry , information retrieval , chemistry , stereochemistry , isocyanide
Following our previous mechanistic studies of multicomponent Ugi‐type reactions, theoretical calculations have been performed to predict the efficiency of new substrates in Ugi–Smiles couplings. First, as predicted, 2,4,6‐trichlorophenol experimentally gave the corresponding aryl‐imidate. Theoretical predictions of nitrosophenols as good acidic partners were then successfully confirmed by experiments. In the latter case, the reaction offers a new access to benzimidazoles.