113128-33-9

Upstream product

• 67-56-1 methanol 
• 201230-82-2 carbon monoxide 
• 1608-24-8 3-(2,2-difluoroethenyl)anisole 
• 2343-89-7 methyl 2-fluoroprop-2-enoate 
• 696-62-8 para-iodoanisole 
• 431-44-7 methyl 2,2-dichloro-2-fluoroacetate 
• 123-11-5 4-methoxy-benzaldehyde 

Downstream Products

• 830-02-4 (2Z)-2-fluoro-3-(4-methoxyphenyl)-2-propen-1-ol 

Relevant academic research and scientific papers

Zinc(0)-Copper(I) Chloride Promoted Reaction of Methyl Dichlorofluoroacetate with Carbonyl Compounds. A New Efficient Method for the Synthesis of Methyl (Z)-α-Fluoro-α,β-unsaturated Carboxylates

Methyl dichlorofluoroacetate, easily prepared from methyl trichloroacetate and antimony(III) fluoride, underwent the reductive coupling-elimination raection with carbonyl compounds in the presence of zinc(0), a catalytic amount of copper(I) chloride, acetic anhydride, and molecular sieves to give the corresponding (Z)-α-fluoro-α,β-unsaturated carboxylic acid methyl esters in high yields.

Some synthetic applications of the reactivity of methyl 2-fluoro-3-(phenylthio)acrylate

The synthetic usefulness of the title compound is demonstrated through its reactivity towards thio and amino nucleophiles as well as tin-centred radicals. The synthesis of a 2-fluoro analogue of a natural fungicide (Sinharine) is reported. We also show th

Organocatalyzed Sulfa-Michael Addition of Thiophenols on Trisubstituted α-Fluoroacrylates, a Straightforward Access to Chiral Fluorinated Compounds

In this manuscript, a simple and efficient sulfa-Michael addition reaction of aryl thiols to trisubstituted α-fluoro-α,β-unsaturated esters both in racemic and, for the first time, in enantioselective version is reported. The commercially available dimer of cinchona derivatives (DHQ)2PYR was used as a catalyst. This strategy showed a great tolerance for various substrates and substituents, providing fair to excellent yields, moderate to excellent diastereoselectivities (2:1 to >99:1), and low to good enantioselectivities (2 to 87%). The reaction has been applied to the synthesis of fluorinated analogues of diltiazem and tiazesim, both therapeutic agents.

Copper-Catalyzed Stereoselective Defluorinative Borylation and Silylation of gem-Difluoroalkenes

The copper-catalyzed stereoselective defluorinative borylation and silylation of gem-difluoroalkenes was developed. The protocol led to the exclusive formation of Z type monofluoroalkenyl borons and silanes in generally good efficiency with broad substrat

Stereospecific synthesis of tri- and tetrasubstituted α-fluoroacrylates by mizoroki-heck reaction

Ligand-free, efficient, palladium-catalyzed Mizoroki-Heck reaction between methyl α-fluoroacrylate and arene or hetarene iodides is reported for the first time. The reaction is stereospecific and provides fair to quantitative yields of fluoroalkenes. The Mizoroki-Heck reaction starting from more hindered and usually reluctant trisubstituted acrylate, to access tetrasubstituted fluoroalkenes, is also reported. Finally, the use of a three-step synthesis sequence, including Mizoroki-Heck reaction, allows the synthesis of fluorinated analogues of therapeutic agents with high yield.