126976-32-7

Basic information

• Product Name: methyl Z-3-(4-cyanophenyl)-2-fluoroprop-2-enoate
• Synonyms: methyl Z-3-(4-cyanophenyl)-2-fluoroprop-2-enoate
• CAS NO: 126976-32-7
• Molecular Weight: 205.188
• Mol File: 126976-32-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: methyl Z-3-(4-cyanophenyl)-2-fluoroprop-2-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl Z-3-(4-cyanophenyl)-2-fluoroprop-2-enoate(126976-32-7)
• EPA Substance Registry System: methyl Z-3-(4-cyanophenyl)-2-fluoroprop-2-enoate(126976-32-7)

Safety Data

• Hazardous Substances Data: 126976-32-7(Hazardous Substances Data)

Upstream product

• 124-38-9 carbon dioxide 
• 38936-00-4 4-cyano-β,β-difluorostyrene 
• 2343-89-7 methyl 2-fluoroprop-2-enoate 
• 3058-39-7 4-iodobenzonitrile 

Downstream Products

• 1582310-14-2 methyl 5-(4-cyanophenyl)-1H-1,2,3-triazole-4-carboxylate 

Relevant articles and documents

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.

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.