126587-15-3

Upstream product

• 13735-81-4 1-styrenyloxytrimethylsilane 
• 1895-39-2 sodium chlorodifluoroacetate 
• 115262-01-6 [bromo(difluoro)methyl]-trimethyl-silane 
• 98-86-2 acetophenone 

Downstream Products

• 703-17-3 1-phenyl-2,2-difluoropropan-1-one 
• 4927-29-1 fluoro-2 phenyl-3 propene-1 one-3 
• 1319011-02-3 3-bromo-2,2-difluoro-1-phenylpropan-1-one 

Relevant academic research and scientific papers

Copper-catalyzed ring-opening defluorinative alkylation of siloxydifluorocyclopropanes: Synthesis of γ-fluoro-δ-ketoesters and γ,δ-diketonitriles

In view of the importance of both fluorinated synthons and homoenolate equivalents, synthetic application of difluorocyclopropanols is desired but remains challenging due to their thermodynamic instability. Herein, we use siloxydifluorocyclopropanes as difluorocyclopropanol precursors to carry out new Cu-catalyzed ring-opening defluorinative alkylation. With α- bromo carboxylic esters as coupling partners, the reaction affords γ-fluoro-δ- ketoesters via a CuI/CuII catalytic cycle. Interestingly, by the use of α- bromoamides, the ring-opening defluorinative alkylation is followed by an additional intramolecular C-N oxidative coupling to deliver a lactam intermediate, which further undergoes defluorination, hydrolysis, ring opening, and dehydration cascade via a CuI/ CuII/CuIII catalytic pathway, leading to γ,δ-diketonitriles as the final products.

Difluorohomologation of ketones

A method for the homologation of ketones with the CF2 fragment is described. The reaction involves silylation, room-temperature difluorocyclopropanation of silyl enol ethers, and selective ring opening of cyclopropanes under acidic conditions. The whole three-step sequence is conveniently performed in a one-pot mode.

Halogenative difluorohomologation of ketones

A method for the difluorohomologation of ketones accompanied by halogenation of a C-H bond is described. The reaction involves silylation, difluorocarbene addition using Me3SiCF2Br activated by a bromide ion, and halogenation of intermediate cyclopropanes with N-bromo- or N-iodosuccinimide. The whole process is performed without isolation of intermediates. The resulting α,α-difluoro-β-halo-substituted ketones can be readily converted into fluorine containing pyrazole derivatives and oxetanes.

METHOD FOR PRODUCING DIFLUOROCYCLOPROPANE COMPOUND

Provided is a method for producing a difluorocyclopropane compound under milder reaction conditions and with high selectivity and high yield. The method for producing a difluorocyclopropane compound of the present invention is characterized by using sodium bromodifluoroacetate as a difluorocyclopropanation agent. With the disclosed method, a difluorocyclopropane compound can be produced under milder reaction conditions and with a higher conversion rate and a higher yield compared to conventional art. Further, by-products can be reduced significantly, thus allowing waste to be greatly reduced. Accordingly, the production method of the present invention is easy to implement industrially (can be employed on an industrial scale) and is thus extremely practical and useful.

Sodium bromodifluoroacetate: A difluorocarbene source for the synthesis of gem -difluorocyclopropanes

As a new difluorocarbene source, sodium bromodifluoroacetate (BrCF 2CO2Na) was found to be effective for high-yielding synthesis of gem-difluorocyclopropanes and gem-difluorocyclopropenes under mild conditions. Georg Thieme Verlag Stuttgart.