104201-65-2

Usage

Role

Chemical Intermediate

Usage

Manufacturing of polymers, resins, and coatings

Toxicity Level

Moderate

Effects

Irritation to skin, eyes, and respiratory system

Handling Precautions

Should be handled and used with caution

Safety Protocols

Must be used in accordance with proper safety protocols

2-Propenoic acid, 3-(2-fluorophenyl)-, Methyl ester, (E)- serves as a crucial intermediate in various chemical synthesis processes, particularly in the production of polymers, resins, and coatings. However, its moderate toxicity necessitates careful handling to avoid skin, eye, and respiratory irritation, emphasizing the importance of adhering to safety protocols during its use.

Upstream product

• 348-52-7 1-Fluoro-2-iodobenzene 
• 292638-85-8 acrylic acid methyl ester 
• 67-56-1 methanol 
• 18944-77-9 2-fluorocinnamic acid 
• 446-52-6 2-Fluorobenzaldehyde 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 1072-85-1 o-fluorobromobenzene 
• 1993-03-9 o-fluorophenylboronic acid 
• 79-20-9 acetic acid methyl ester 
• 16695-14-0 Malonic acid monomethyl ester 
• 201230-82-2 carbon monoxide 
• 766-49-4 (2-fluorophenyl)acetylene 

Downstream Products

• 203718-05-2 methyl 2,3-dibromo-3-(2-fluorophenyl)propanoate 
• 455267-55-7 methyl 2-(2-fluorophenyl)cyclopropanecarboxylate 
• 175168-71-5 2-(2-fluoro-phenyl)-cyclopropanecarboxylic acid 
• 807369-87-5 (E)-3-(2-fluorophenyl)-prop-2-en-1-ol 
• 871039-28-0 3-(2-fluorophenyl)-4-nitrobutyric acid methyl ester 

Relevant academic research and scientific papers

HETEROCYCLIC COMPOUNDS FOR MODULATING NR2F6

The present disclosure relates to compounds capable of modulating the activity of NR2F6. The compounds of the disclosure may be used in methods for the prevention and/or the treatment of diseases and disorders associated with modulating NR2F6 activity.

Enantioselective Synthesis of Pyroglutamic Acid Esters from Glycinate via Carbonyl Catalysis

Direct α-functionalization of NH2-free glycinates with relatively weak electrophiles such as α,β-unsaturated esters still remains a big challenge in organic synthesis. With chiral pyridoxal 5 d as a carbonyl catalyst, direct asymmetric conjugated addition at the α-C of glycinate 1 a with α,β-unsaturated esters 2 has been successfully realized, to produce various chiral pyroglutamic acid esters 4 in 14–96 % yields with 81–97 % ee's after in situ lactamization. The trans and cis diastereomers can be obtained at the same time by chromatography and both of them can be easily converted into chiral 4-substituted pyrrolidin-2-ones such as Alzheimer's drug Rolipram (11) with the same absolute configuration via tert-butyl group removal and subsequent Barton decarboxylation.

Mizoroki-Heck Reaction of Unstrained Aryl Ketones via Ligand-Promoted C-C Bond Olefination

Mizoroki-Heck reaction of unstrained aryl ketone with acrylate/styrene is accomplished via palladium-catalyzed ligand-promoted C-C bond cleavage. Various (hetero)aryl ketones are compatible in the reaction, affording the alkene product in good to excellent yields. Further applications in the late-stage olefination of some drugs, natural products, and fragrance-derived aryl ketones demonstrate the synthetic utility of this protocol. By employing ketone as both the directing group and the leaving group, 1,2-bifunctionalization is achieved via sequential ortho-C-H alkylation/ipso-Heck olefination.

Reduction of Electron-Deficient Alkenes Enabled by a Photoinduced Hydrogen Atom Transfer

Direct hydrogen atom transfer from a photoredox-generated Hantzsch ester radical cation to electron-deficient alkenes has enabled the development of an efficient formal hydrogenation under mild, operationally simple conditions. The HAT-driven mechanism is supported by experimental and computational studies. The reaction is applied to a variety of cinnamate derivatives and related structures, irrespective of the presence of electron-donating or electron-withdrawing substituents in the aromatic ring and with good functional group compatibility. (Figure presented.).

A Photocatalytic Regioselective Direct Hydroaminoalkylation of Aryl-Substituted Alkenes with Amines

A photocatalytic method for the α-selective hydroaminoalkylation of cinnamate esters has been developed. The reaction involves the regioselective addition of α-aminoalkyl radicals generated from aniline derivatives or aliphatic amines to the α-position of unsaturated esters. The scope of aromatic alkenes was extended to styrenes undergoing hydroaminoalkylation with anti-Markovnikov selectivity, which confirms the importance of the aromatic group at the β-position. Simple scale-up is demonstrated under continuous flow conditions, highlighting the practicality of the method.

Bis(imidazolium) chloride based on 1,2-phenylenediamine as efficient ligand precursor for palladium-catalyzed Mizoroki-Heck cross-coupling reaction

Bis(imidazolium) chlorides based on 1,2-phenylenediamine were introduced as efficient ligand precursors in the Pd-catalyzed Mizoroki-Heck cross-coupling reactions of substituted aryl halides with activated alkenes to afford the corresponding functionalized alkenes. While high to excellent yields (78–96%) were obtained with aryl bromides, moderate yields (51–59%) were achieved for aryl chlorides in this protocol.

Vinylogous Reactivity of Cyclic 2-Enones: Organocatalysed Asymmetric Addition to 2-Enals to Synthesize Fused Carbocycles

A method for asymmetric and site selective annulations at the γ and γ′ positions of cyclic 2-enones with α,β-unsaturated aldehydes has been developed. The organocatalysed [3+3]-annulations proceed with high levels of regio-, diastereo-, and enantioselectivity, affording a series of high value fused carbocycles. Further elaboration gave key lactones (both bridged and fused).

Magnetic dendritic polymer nanocomposites as supports for palladium: A highly efficient and reusable catalyst for Mizoroki-Heck and Suzuki-Miyaura coupling reactions

A novel catalyst Fe3O4@SiO2-Dendrimer-Pd based on palladium immobilized on magnetic dendritic polymer nanocomposites was successfully synthesized and characterized by FT-IR, EA, XRD, TEM, EDX, VSM and XPS. This nanocatalyst showed excellent catalytic activity for solvent-free Mizoroki-Heck reaction and Suzuki-Miyaura reaction in EtOH/H2O at a palladium loading of only 0.009 mol%. Moreover, the Fe3O4@SiO2-Dendrimer-Pd catalyst could be conveniently recovered by an external magnet and used consecutively five times with excellent yields. The remarkable catalytic performances and convenient magnetic separability of the Fe3O4@SiO2-Dendrimer-Pd catalyst make it promising for practical application.

Selective Palladium-Catalyzed Carbonylation of Alkynes: An Atom-Economic Synthesis of 1,4-Dicarboxylic Acid Diesters

A class of novel diphosphine ligands bearing pyridine substituents was designed and synthesized for the first time. The resulting palladium complexes of L1 allow for chemo- and regioselective dialkoxycarbonylation of various aromatic and aliphatic alkynes affording a wide range of 1,4-dicarboxylic acid diesters in high yields and selectivities. Kinetic studies suggest the generation of 1,4-dicarboxylic acid diesters via cascade hydroesterification of the corresponding alkynes. Based on these investigations, the chemo- and regioselectivities of alkyne carbonylations can be controlled as shown by switching the ligand from L1 to L3 or L9 to give α,β-unsaturated esters.

SUBSTITUTED DIHYDROPYRROLOPYRAZOLE COMPOUND

Provided is a compound represented by formula (I) or a pharmacologically acceptable salt thereof: wherein L1 is an optionally substituted C1-6 alkylene group or the like, L2 is a single bond or the like, L3 is a single bond or the like, R1, R2, and R3 are each independently an optionally substituted C1-4 alkyl group or the like, R4 is a hydrogen atom or the like, and R5 is a hydrogen atom or the like.