O-Allylated Pudovik and Passerini Adducts as Versatile Scaffolds for Product Diversification

International audienc

Raising the Diversity of Ugi Reactions Through Selective Alkylations and Allylations of Ugi Adducts

We report here selective Tsuji-Trost type allylation of Ugi adducts using a strategy based on the enhanced nucleophilicity of amide dianions. Ugi adducts derived from aromatic aldehydes were easily allylated at their peptidyl position with allyl acetate in the presence of palladium catalysts. These substitutions were compared to more classical transition metal free allylations using allyl bromides

Xanthate Based Radical Cascade Toward Multicomponent Formation of Pyrrolopyrimidines

A short sequential synthesis of pyrrolidino- pyridines and pyrimidines illustrates the potential of combining Ugi-Smiles couplings with radical tin-free processes

Xanthate Based Radical Cascade Toward Multicomponent Formation of Pyrrolopyrimidines

molecule

Ugi-Smiles couplings of 4-substituted pyridine derivatives:a fast access to chloroquine analogues

4-Hydroxy and mercapto pyridines were successfully tested in Ugi-Smiles couplings. Such multicomponent reactions applied to quinoline derivatives afford a very convenient and short synthesis of antimalarial analogues

Metal-Free Addition of Boronic Acids to Silylnitronates

International audienceWe report for the first time a metal-free addition of boronic acids to silylnitronates to afford oxime derivatives through aryl transfer on the carbon nitrogen double bond. A reaction mechanism has been proposed in relation with a DFT study on the key aryl transfer. This arylation process is effective for cycloalkenyl nitro derivatives leading to oximes that may be oxidatively converted into 3-arylisoxazole derivatives

Passerini–Smiles Reaction of α‐Ketophosphonates: Platform for Phospha‐Brook/Smiles Embedded Cascades

International audienc