142012-67-7

Upstream product

• 13227-01-5 2-amino-2-(4-methylphenyl)acetic acid 
• 128839-55-4 ethyl 2-fluoro-2-(4'-methylphenyl)acetate 
• 5720-05-8 4-methylphenylboronic acid 
• 102862-46-4 3-p-Tolyl-oxirane-2,2-dicarbonitrile 
• 104-87-0 4-methyl-benzaldehyde 
• 66985-49-7 2-(4-methylphenyl)-2-(trimethylsilyloxy)acetonitrile 
• 106468-03-5 2-fluoro-2-(4-methylphenyl)ethanenitrile 
• 1026589-67-2 3-Fluoro-2-oxo-3-p-tolyl-propionitrile 

Downstream Products

• 1379665-29-8 (S)-3-fluoro-1,5-dimethyl-3-(4-methylphenyl)-indolin-2-one 
• 1379665-13-0 N-(2-bromo-5-methylphenyl)-N-methyl-2-fluoro-2-(4-methylphenyl)acetamide 
• 1379664-96-6 C₁₆H₁₅BrFNO 

Relevant academic research and scientific papers

Synthesis of 18F-difluoromethylarenes using aryl boronic acids, ethyl bromofluoroacetate and [18F]fluoride

Herein, we report the radiosynthesis of 18F-difluoromethylarenes via the assembly of three components, a boron reagent, ethyl bromofluoroacetate, and cyclotron-produced non-carrier added [18F]fluoride. The two key steps are a copper-catalysed cross-coupling reaction, and a Mn-mediated 18F-fluorodecarboxylation.

Enantioselective hydrolysis of (RS)-2-fluoroarylacetonitriles using nitrilase from Arabidopsis thaliana

The enzymatic resolution of 2-fluoroarylacetonitriles (RS)-3 using nitrilase from the plant Arabidopsis thaliana is described. Racemic 2-fluoronitriles 3 are easily accessible from O-silylated aromatic cyanohydrins 2 by reaction with DAST. The nitriles (RS)-3 were hydrolysed with the nitrilase as a catalyst, not to the expected 2-fluoroarylacetic acids but to the corresponding (R)-2-fluoroarylacetamides (R)-5 as the main products. After optimization of reaction conditions (pH 9, 7°C), the enantiomeric excesses of (R)-5a,c and f (R=H, 3-Me, 3-OMe) could be improved to >99% by one recrystallization. The acid catalysed hydrolysis of (R)-5a,5c and 5f afforded the corresponding (R)-2-fluoroarylacetic acids (R)-4a,4c and 4f without racemization.

Synthesis of 2-fluoro- acids, esters, and amides from α-dicyanoepoxides

The opening of α-dicyanoepoxides by pyridine polyhydrofluoride yields polymerisable 2-fluorocyanoformyls which may be kept intact when diluated in dichloromethane or ether. These intermediates react with nucleophiles such as water, methanol or amines to give respectively 2-fluoroacids, esters or amides.

Configuration d'esters derives d'acides 2-fluoro-2-phenylacetique phenyles substitues, par RMN du fluor

The 19 F NMR chemical shifts (δF) of the p-ZPhCHFCO2CHL1L2 esters of 2-fluoro-2-substituted aryl acetic acids have been measured.The δF values of the two diastereoisomers of these esters are linearly related to the ?+ Brown-Okamoto substituent parameters for each term of the series studied.The configuration of such esters of arylacetic acid can be deduced from their δF values when compared to those of esters derived from the non-substituted acid of known configuration.