Aurélie Dos Santos

Three‐Component Metal‐Free Arylation of Isocyanides

Though the efficiency of isocyanides as strong ligands for transition metals was recognized very early, the disclosure of metal-catalyzed arylation of isocyanides has only been explored quite recently. In most of these studies, the formation of a metal/aryl complex starting from aryl iodide or bromide is followed by isocyanide insertion and trapping of the metal/imidoyl complex with various nucleophiles (Scheme 1). These three-component couplings are mostly

Metal-free aerobic oxidation of benzazole derivatives

2-Benzyl benzothiazoles and benzimidazoles are easily oxidized under air and basic conditions to give the corresponding ketones in good yields. The use of palladium acetate as a catalyst has little effect and even gives, in some cases, much lower yields.

Ugi post-condensation copper-triggered oxidative cascade towards pyrazoles

Summary Pyrazolidinones were prepared in a two-step sequence starting from α-hydrazonocarboxylic acids. After a four-component Ugi coupling, the resulting hydrazone was engaged in a copper triggered [3 + 2] cycloaddition/aerobic oxidation cascade.

Optimized Conditions for Passerini-Smiles Reactions and Applications to Benzoxazinone Syntheses

Initial conditions disclosed for the Passerini-Smiles reaction are associated with a lack of efficiency that has prevented chemists from using it since its discovery. We wish to report herein our thorough study in the development of new experimental conditions for this coupling between electron-poor phenols, isocyanides, and carbonyl derivatives. These new conditions have been applied to several synthetic strategies towards benzoxazinones.