321856-42-2

Upstream product

• 667-27-6 Ethyl bromodifluoroacetate 
• 105-07-7 4-cyanobenzaldehyde 
• 205865-67-4 α-(trimethylsilyl)difluoroacetic acid ethyl ester 

Downstream Products

• 1224467-72-4 C₁₀H₇F₂NO₃ 

Relevant academic research and scientific papers

N-heterocyclic carbene-catalyzed fluorinated silyl-Reformatsky reaction of aldehydes with difluoro (trimethylsilyl) acetate

N-Heterocyclic carbenes (NHCs) have been employed as highly efficient organocatalysts for fluorinated silyl-Reformatsky reaction of carbonyl compounds. In the presence of 5–10 mol % NHC A, various aldehydes and 2,2,2–trifluoroacetophenone reacted with difluoro (trimethylsilyl) acetate to produce β–hydroxy gem–difluoro esters in 20–96% yields.

Indium-promoted reformatsky reaction: A straightforward access to β-amino and β-hydroxy α,α-difluoro carbonyl compounds

A versatile and practical methodology to access β-amino and β-hydroxy α,α-difluoro carbonyl compounds using indium metal is described. This methodology has been successfully applied to a broad range of substrates including aldehydes, ketones, and imines,

Indium-promoted reformatsky reaction: A straightforward access to β-amino and β-hydroxy α,α-difluoro carbonyl compounds

A versatile and practical methodology to access β-amino and β-hydroxy α,α-difluoro carbonyl compounds using indium metal is described. This methodology has been successfully applied to a broad range of substrates including aldehydes, ketones, and imines,

A mild, efficient synthesis of gem -difluorodihydrouracils

Carbodiimides react effectively with -aryl/alkyl - hydroxy-,- difluorocarboxylic acids to afford a vast array of fully substituted gem-difluorodihydrouracils through a two step reaction sequence. In the first step, condensation between the two reactants leads in most cases to the formation of a mixture of the desired dihydrouracils and N-acylurea co-products. However, the latter could be easily recovered and efficiently converted into the target compounds. The sequence works well in very mild conditions (CHl 20C) and the reaction resulted to be completely regioselective when asymmetric carbodiimides were used. When the N-acylurea derivatives are not sufficiently stable for isolation, the process could be done in a one-pot fashion leading to the direct formation of the desired dihydrouracils, although in lower yields. Georg Thieme Verlag Stuttgart · New York.

Practical and efficient synthesis of alkyl, alkenyl and aryl-alkyl α,α-difluoro esters as precursors of potential inhibitors of the pheromone catabolism in insects

An efficient method for the synthesis of long chain alkyl, alkenyl and aryl-alkyl α,α-difluoro esters through reductive cleavage of the corresponding S-methyl dithiocarbonates with diphenylphosphine oxide and di-tert-butyl peroxide as initiator is reported. The α,α-difluoro esters 4a-j have been obtained for the first time and in good overall yields. A limitation of the method is the presence of radical-sensitive functions, such as disubstituted double or triple bonds, in the substrate since the concomitant addition of the phosphonyl radical to the unsaturated carbons may induce isomerization of the double bond or polymerization. If stereomerically pure alkenyl α,α-difluoro esters are required, it is suggested to run the reductive cleavage on the S-methyl dithiocarbonate of the acetylenic precursor followed by stereoselective hydrogenation to the alkene.