Predicting New Ugi-Smiles Couplings: A Combined Experimental and Theoretical Study

Romain Ramozzi; Nicolas Chéron; Laurent El Kaim; Laurence Grimaud; Paul Fleurat-Lessard

Predicting New Ugi-Smiles Couplings: A Combined Experimental and Theoretical Study

Romain Ramozzi ^{1, 2, 3, 4} Nicolas Chéron ^{1, 3} Laurent El Kaim ³ Laurence Grimaud ⁴ Paul Fleurat-Lessard ¹

1 LC - Laboratoire de Chimie - UMR5182

2 UCP - Unité de Chimie et Procédés

3 DCSO - Laboratoire de synthèse organique

4 PASTEUR - Processus d'Activation Sélective par Transfert d'Energie Uni-électronique ou Radiatif (UMR 8640)

Abstract : 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.

Document type :

Journal articles

Domain :

Chemical Sciences / Organic chemistry

Complete list of metadatas

https://hal-polytechnique.archives-ouvertes.fr/hal-01057795
Contributor : Denis Roura <>
Submitted on : Monday, August 25, 2014 - 2:12:10 PM
Last modification on : Wednesday, July 3, 2019 - 10:48:04 AM

Predicting New Ugi-Smiles Couplings: A Combined Experimental and Theoretical Study

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Predicting New Ugi-Smiles Couplings: A Combined Experimental and Theoretical Study

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