115665-67-3

Upstream product

• 75-25-2 Bromoform 
• 401514-49-6 [(4-fluorophenyl)methylidene]hydrazine 
• 766-98-3 1-ethynyl-4-fluorobenzene 
• 459-32-5 (E)-4-fluorocinnamic acid 
• 459-46-1 4-Fluorobenzyl bromide 
• 74-95-3 1,1-dibromomethane 
• 459-57-4 4-fluorobenzaldehyde 
• 459-32-5 4-fluorocinnamic acid 
• 405-99-2 para-fluorostyrene 
• 159957-00-3 1-(2,2-dibromovinyl)-4-fluorobenzene 
• 870122-74-0 2-bromo-1-(4-fluorophenyl)ethylene 

Downstream Products

• 766-98-3 1-ethynyl-4-fluorobenzene 
• 405-69-6 (E)‐1‐(buta‐1,3‐dien‐1‐yl)‐4‐fluorobenzene 
• 1217554-46-5 1-fluoro-4-((4-methoxyphenyl)buta-1,3-diyn-1-yl)benzene 
• 438583-58-5 1-[4-(4-fluorophenyl)butane-1,3-diynyl]benzene 
• 1607020-79-0 N-(4-methylphenyl)-3-exo-(4-fluorobenzylidene)tricyclo[3.2.1.02,4]octane-6,7-endo-dicarboximide 
• 1607020-89-2 3-exo-(4-fluorobenzylidene)tricyclo[3.2.1.02,4]octane 
• 1042728-04-0 (E)-1-(4-fluorostyryl)-1H-imidazole 
• 1042728-08-4 (E)-1-(4-fluorostyryl)-1H-benzo[d]imidazole 
• 1059544-32-9 5-phenyl-2-[2-(p-fluorophenyl)vinyl]-oxazole 
• 1402831-14-4 (E)-1-fluoro-4-(4-(4-methoxyphenyl)but-1-en-3-yn-1-yl)benzene 
• 1362478-99-6 2-(4-fluorophenyl)-2H-chromene 
• 1380341-57-0 (E)-ethyl 4-(4-fluorophenyl)-2-methylbut-3-enoate 
• 1393689-84-3 (E)-4-(tert-butyl)-N-(4-fluorostyryl)benzamide 
• 1344730-59-1 C₁₇H₁₃F 

Relevant academic research and scientific papers

A one-pot synthesis of terminal alkynes from anti-3-aryl-2,3- dibromopropanoic acids under microwave irradiation

A facile one-pot synthesis of terminal alkynes was achieved by microwave irradiation of a mixture of anti-3-aryl-2,3-dibromopropanoic acids, Et 3N and DMF and subsequent irradiation in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). This method requires short reaction time (1-2 min) and gives terminal alkynes in high yields. Copyright

New method for the synthesis of β-bromostyrenes

A new stereoselective method was developed for the synthesis of β-bromostyrenes (E/Z > 5/1) starting from hydrazones of aromatic aldehydes and bromoform in the presence of CuCl.

cis-β-Bromostyrene derivatives from cinnamic acids via a tandem substitutive bromination-decarboxylation sequence

cis-β-Bromostyrene derivatives were synthesized stereospecifically from cinnamic acids through β-lactone intermediates. The synthetic sequence did not require the purification of the β-lactone intermediates although they were found to be stable and readily purified in most cases.

Iron-Catalyzed Regioselective Alkenylboration of Olefins

The first examples of an iron-catalyzed three-component synthesis of homoallylic boronates from regioselective union of bis(pinacolato)diboron, an alkenyl halide (bromide, chloride or fluoride), and an olefin are disclosed. Products that bear tertiary or quaternary carbon centers could be generated in up to 87 % yield as single regioisomers with complete retention of the olefin stereochemistry. With cyclopropylidene-containing substrates, ring cleavage leading to trisubstituted E-alkenylboronates were selectively obtained. Mechanistic studies revealed reaction attributes that are distinct from previously reported alkene carboboration pathways.

Facile Synthesis of β-Bromostyrenes by Direct Bromination of Styrenes with N -Bromosuccinimide and Sodium Persulfate

A new, direct, efficient, and transition-metal-free method is reported for the synthesis of β-bromostyrenes from styrenes by using N -bromosuccinimide as the brominating reagent and sodium persulfate (Na 2S 2O 8) as the oxidant. This convenient and concise reaction is practical, operationally simple, and can be adapted for large-scale syntheses.

Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand

The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.

Illuminatinganti-hydrozirconation: controlled geometric isomerization of an organometallic species

A general strategy to enable the formalanti-hydrozirconation of arylacetylenes is reported that mergescis-hydrometallation using the Schwartz Reagent (Cp2ZrHCl) with a subsequent light-mediated geometric isomerization atλ= 400 nm. Mechanistic delineation of thecontra-thermodynamic isomerization step indicates that a minor reaction product functions as an efficientin situgenerated photocatalyst. Coupling of theE-vinyl zirconium species with an alkyne unit generates a conjugated diene: this has been leveraged as a selective energy transfer catalyst to enableE→Zisomerization of an organometallic species. Through anUmpolungmetal-halogen exchange process (Cl, Br, I), synthetically useful vinyl halides can be generated (up toZ?:?E= 90?:?10). This enabling platform provides a strategy to access nucleophilic and electrophilic alkene fragments in both geometric forms from simple arylacetylenes.

2-arylvinyl-cyclic amine derivative, preparation method and applications thereof

The invention belongs to the technical field of medicines, and discloses a 2-arylvinyl-cyclic amine derivative, a preparation method and applications thereof. The biological activity test results showthat the 2-arylvinyl-cyclic amine derivative has selective M1 receptor antagonism activity. The compounds can be used as a pharmaceutically active ingredient in treatment of diseases mediated by a M1receptor. According to the method, the 2-arylvinyl-cyclic amine derivative can be obtained by reacting -diarylalkylene bromide and cyclic tertiary amine, and the simple and efficient method for synthesizing the 2-aryl vinyl-cyclic amine derivative is provided.

Method for synthesizing beta-bromostyrene through metal-free catalysis

The invention discloses a method for synthesizing beta-bromostyrene through metal-free catalysis, and belongs to the technical field of organic chemistry. Substituted styrene 1 is used as a raw material and is reacted in the presence of a bromination reagent, sodium persulfate and dichloroethane, and the beta-bromostyrene compound 2 can be obtained in one step. The method is capable of solving thetechnical problem that in the traditional synthesis method, conversion into alkenyl boron, alkenyl silicon and other intermediates under the catalysis of noble metals and then further halogenation are needed; the defects of expensive reaction reagent, high catalytic cost, complex operation, incapability of large-scale preparation and the like in the traditional preparation method are avoided; byadopting the method, a series of beta-bromostyrene compounds can be obtained, and the method has a potential application prospect.

The hydrodebromination of 1,1-dibromoalkenes via visible light catalysis

Vinyl bromides are versatile synthetic intermediates and widely applied in organic synthesis and pharmaceuticals. Herein, a hydrodebromination reaction of 1,1-dibromoalkenes was established via visible light catalysis. A variety of structurally different vinyl bromides were obtained in moderate to excellent yields.