Transition-Metal-Free α-Vinylation of Enolizable Ketones with β-Bromostyrenes

An a-vinylation of enolizable ketones has been developed by using b-bromostyrenes and a KOtBu/NMP system. β,γ-Unsaturated ketones of E configuration were obtained in excellent yield and selectivity. Further synthetic possibilities are highlighted by one-pot functionalization via trapping of intermediate dienolates with alkyl, allyl, benzyl, and propargyl halidesto generate quaternary centers. The reported transformation is believed to proceed via phenylacetylene and propargylic alcohol intermediates

Transition-metal-free a-arylation of enolizable aryl ketones and mechanistic evidence for a radical process

The a-arylation of enolizable aryl ketones can be carried out with aryl halides under transition-metal-free conditions using KOtBu in DMF. The a-aryl ketones thus obtained can be used for step- and cost-economic syntheses of fused heterocycles and Tamoxifen. Mechanistic studies demonstrate the synergetic role of base and solvent for the initiation of the radical process

From Ruthenium to Copper: A la carte Tools for the Synthesis of Molecules of Interest

Well-defined ruthenium complexes and simple copper-ligand systems proved to be powerful catalysts for the construction of complex molecules from simple and abundant organic sources. In this account, chosen examples of reactions involving C–C bond formation catalyzed by [Ru(?5-C5H5)-(CH3CN)3][PF6] will be presented. A practical synthesis of the versatile catalyst [Ru(?5-C5H5)-(CH3CN)3][PF6] is also described via a simple and easy-handled procedure discovered in Geneva ten years ago. The second part of this review is focused on methodologies catalyzed by an association of a copper salt and a simple ligand for the formation of C–N, C–O and C–C bonds developed in our group in Montpellier. A brief overview of applications in life sciences and materials will conclude this article

A Very Simple Copper-Catalyzed Synthesis of Anilines by Employing Aqueous Ammonia

International audienc

catalysts for nucleophilic substitution, synthesis thereof, composition containing them and use thereof

the invention concerns novel catalysts for aromatic nucleophilic substitution. Said catalysts are compounds of the general formula (I), wherein: R.sub.1, R.sub2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6, identical or different, are selected among hydrocarbon radicals; the Pn's, advantageously the same, are selected among metalloid elements of column V of a period higher than nitrogen; Z is a metalloid element of column V, advantageously distinct from Pn; preferably a nitrogen (N, P, As, Sb). The invention is applicable to organic synthesi

Visible-Light Decatungstate/Disulfide Dual Catalysis for the Hydro-Functionalization of Styrenes

International audienceWe describe an efficient photoredox system, relying on decatungstate/disulfide catalysts, for the hydrofunctionalization of styrenes. In this methodology the use of disulfide as co-catalyst was shown to be crucial for the reaction efficiency. This photoredox system was employed for the hydro-carbamoylation,-acylation,-alkylation and-silylation of styrenes, giving access to a large variety of useful building blocks and high-value molecules such as amides and unsymmetrical ketones from simple starting materials

Copper- or Iron-Catalyzed Arylation of Phenols from respectively Aryl Chlorides and Aryl Iodides

International audienc