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Relevant academic research and scientific papers

Copper-Catalyzed Reaction of Trifluoromethylketones with Aldehydes via a Copper Difluoroenolate

A copper-catalyzed reaction of easily accessible α,α,α-trifluoromethylketones with various aldehydes affords difluoro-methylene compounds in the presence of diboron and NaOtBu. The key process of the reaction is the formation of a copper difluoroenolate by 1,2-addition of a borylcopper intermediate to α,α,α-trifluoromethylketones and subsequent β-fluoride elimination. Mechanistic studies including the isolation and characterization of a possible anionic copper alkoxide intermediate are also described.

Decarboxylative aldol reaction of α,α-difluoro-β-ketocarboxylate salt: A facile method for generation of difluoroenolate

We developed a decarboxylative aldol reaction using α,α-difluoro-β-ketocarboxylate salt, carbonyl compounds, and ZnCl2/N,N,N′,N′-tetramethylethylenediamine. The generation of difluoroenolate proceeded smoothly under mild heating to provide α,α-

Copper-catalysed difluoroalkylation of aromatic aldehydes via a decarboxylation/aldol reaction

A copper-catalysed tandem decarboxylation/aldol reaction of simple aromatic aldehydes with 2,2-difluoro-3-oxo-3-arylpropanoic acid has been developed under mild conditions. This method provides a new route for the direct one-pot synthesis of difluorinated aldols in moderate to good yields from simple substrates.

Highly efficient "on water" catalyst-free nucleophilic addition reactions using difluoroenoxysilanes: Dramatic fluorine effects

A remarkable fluorine effect on "on water" reactions is reported. The C-FaH-O interactions between suitably fluorinated nucleophiles and the hydrogen-bond network at the phase boundary of oil droplets enable the formation of a unique microstructure to facilitate on water catalyst-free reactions, which are difficult to realize using nonfluorinated substrates. Accordingly, a highly efficient on water, catalyst-free reaction of difluoroenoxysilanes with aldehydes, activated ketones, and isatylidene malononitriles was developed, thus leading to the highly efficient synthesis of a variety of α,α- difluoro-β-hydroxy ketones and quaternary oxindoles. It's on! The C-FaH-O interactions between suitably fluorinated nucleophiles and a hydrogen-bond network at the phase boundary of an oil droplet facilitate "on water" catalyst-free reactions. Accordingly, the title reaction of difluoroenoxysilanes with aldehydes, activated ketones, and isatylidene malononitriles was developed, thus leading to α,α-difluoro-β-hydroxy ketones and quaternary oxindoles.

Metal-mediated Reformatsky reaction of bromodifluoromethyl ketone and aldehyde using water as solvent

Water is demonstrated as a suitable solvent for an efficient and environmentally friendly method for the synthesis of α,α- difluorinated β-hydroxy carbonyl compounds through the Reformatsky reaction of bromodifluoromethyl ketones with aldehydes in the pre

Reaction of aldimines and difluoroenoxysilane, an unexpected protocol for the synthesis of 2,2-difluoro-3-hydroxy-1-ones

An unexpected reaction of aldimines and difluoroenoxysilane promoted with Zn(OTf)2 was disclosed. The reaction gave the unexpected Mukaiyama-aldol adducts 3 in excellent yields (up to 87%) with the addition of H2O and the correspondi