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

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.
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Submitted on : Monday, August 25, 2014 - 2:12:10 PM
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Romain Ramozzi, Nicolas Chéron, Laurent El Kaim, Laurence Grimaud, Paul Fleurat-Lessard. Predicting New Ugi-Smiles Couplings: A Combined Experimental and Theoretical Study. Chemistry - A European Journal, Wiley-VCH Verlag, 2014, 20 (29), pp.9094-9099. ⟨10.1002/chem.201400336⟩. ⟨hal-01057795⟩

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