Share a compound : 1271-51-8

With the rapid development of chemical substances, we look forward to future research findings about Vinylferrocene

Vinylferrocene, cas is 1271-51-8, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.,1271-51-8

A mixture of vinylferrocene (1 mmol), K2CO3 (2.5or 5 mmol), tetrabutylammonium tetrafluoroborat (2.5 or 5 mmol),the given amount of appropriate bromine-substituted compoundand catalytic amount of Pd(OAC)2 in 10 ml DMF was stirred at 80 ¡ãCunder argon atmosphere overnight. After the completion of thereaction, the cooled mixture was filtered, diluted with CH2Cl2(50 ml) and washed with H2O (3 x 50 ml). The organic phase was dried over Na2SO4, filtered and the solvent was removed under thereduce pressure. The crude products were purified by columnchromatography on silica gel with hexane/EtOAC as eluent. Specificdetails for each compound are given below. 4-(2-Ferrocenylvinyl)benzaldehyde (3): from 0.1 g (0.47mmol)vinyl ferrocene and 0.08 g (0.47 mmol) 4-bromobenzaldehyde,0.11 g (0.36 mmol) red shining crystals was obtained in 88percent yield:Rf 0.50 (Hexane: EtOAc 9:1); m.p. 150 ¡ãC, lit. [13] 150-151 ¡ãC; 1HNMR (400 MHz, CDCl3, 25 C): delta 9.97 (s, 1H, CHO), 7.83 (d, 2H,ArH), 7.56 (d. 2H, ArH), 7.07 (d, 3J (H,H) 16 Hz, 1H, CH), 6.72 (d, 3J(H,H) 16 Hz, 1H, CH), 4.50 (t, J 1.78 Hz, 2H, Cp), 4.35 (t,J 1.78 Hz, 2H, Cp), 4.15 (s, 5H, Cp) ppm; FT-IR (KBr, cm1): 3074,3062 (w), 2936, 2852 (w), 1685 (s), 1591, 1561 (w), 814 (w).

With the rapid development of chemical substances, we look forward to future research findings about Vinylferrocene

Reference£º
Article; Teimuri-Mofrad, Reza; Rahimpour, Keshvar; Ghadari, Rahim; Journal of Organometallic Chemistry; vol. 846; (2017); p. 397 – 406;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Analyzing the synthesis route of Vinylferrocene

With the synthetic route has been constantly updated, we look forward to future research findings about Vinylferrocene,belong iron-catalyst compound

As a common heterocyclic compound, it belong iron-catalyst compound,Vinylferrocene,1271-51-8,Molecular formula: C12H3Fe,mainly used in chemical industry, its synthesis route is as follows.,1271-51-8

General procedure: As shown as the synthetic protocol A in Scheme 2, compounds 1-11 were synthesized following literature description [16] with m-methoxyphenol, p-methoxyphenol, resorcinol, and hydroquinone as reagents. One hydroxyl group in resorcinol and hydroquinone was protected by tert-butyldimethylsilyl chloride. Then, 17 mL of dry CHCl3 solution containing excess PhtNSCl was added dropwisely to 8 mL of dry CHCl3 solution containing monoprotected hydroquinone or resorcinol and stirred for 16 h at 0 ¡ãC until phenols cannot be detected by thin layer chromatography (TLC). The mixture was diluted with CH2Cl2 and washed by saturated NaHCO3 and water. The organic phase was dried over anhydrous Na2SO4, and the solvent was removed under vacuum. The residue was purified by column chromatography with CH2Cl2 as the eluent to afford thiophthalimides as colorless solid. The following cycloaddition reactions were carried out in dry CHCl3 solution of thiophthalimides (~ 0.1 M) and styrenes (2 equiv.) or vinyl ferrocene (2 equiv.) and freshly distilled (C2H5)3N (2 equiv.) at 60 ¡ãC. The reaction was finished with thiophthalimides not detected by TLC. Then, the solvent was evaporated under vacuum pressure, and the residual solid was purified with column chromatography to afford silylated adducts. The desilylation operation was performed in dry tetrahydrofuran (THF) solution containing 0.04 M aforementioned adducts at 0 ¡ãC, to which a solution of (n-C4H9)4NF*3H2O in THF (1 equiv. for each protective group) was added. The reaction was finished with the reagent not detected by TLC, and then the mixture was diluted with ethyl acetate and washed with saturated NH4Cl and water. The organic layer was dried over anhydrous Na2SO4, and the solvent was evaporated under vacuum pressure. The residue was purified with column chromatography to afford thiaflavans.

With the synthetic route has been constantly updated, we look forward to future research findings about Vinylferrocene,belong iron-catalyst compound

Reference£º
Article; Lai, Hai-Wang; Liu, Zai-Qun; European Journal of Medicinal Chemistry; vol. 81; (2014); p. 227 – 236;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Downstream synthetic route of 1271-51-8

1271-51-8, As the paragraph descriping shows that 1271-51-8 is playing an increasingly important role.

1271-51-8, Vinylferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of vinylferrocene (1 mmol), K2CO3 (2.5or 5 mmol), tetrabutylammonium tetrafluoroborat (2.5 or 5 mmol),the given amount of appropriate bromine-substituted compoundand catalytic amount of Pd(OAC)2 in 10 ml DMF was stirred at 80 ¡ãCunder argon atmosphere overnight. After the completion of thereaction, the cooled mixture was filtered, diluted with CH2Cl2(50 ml) and washed with H2O (3 x 50 ml). The organic phase was dried over Na2SO4, filtered and the solvent was removed under thereduce pressure. The crude products were purified by columnchromatography on silica gel with hexane/EtOAC as eluent. Specificdetails for each compound are given below.

1271-51-8, As the paragraph descriping shows that 1271-51-8 is playing an increasingly important role.

Reference£º
Article; Teimuri-Mofrad, Reza; Rahimpour, Keshvar; Ghadari, Rahim; Journal of Organometallic Chemistry; vol. 846; (2017); p. 397 – 406;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Brief introduction of 1271-51-8

1271-51-8, The synthetic route of 1271-51-8 has been constantly updated, and we look forward to future research findings.

1271-51-8, Vinylferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 4H-pyrane derivative (4, 7a and7b) (1 mmol), 4-(2-ferrocenylvinyl)benzaldehyde (2 mmol) andpiperidine (1 mL) in dry acetonitrile (10 mL) was refluxed for 1 hunder argon atmosphere. The reaction was controlled with TLCmethod by monitoring the 4-(2-ferrocenylvinyl) benzaldehyde inthe solution of reaction. After the completion of the reaction, thesolution was cooled to room temperature and the product waspurified using column chromatography over silica gel and hexane/EtOAC as eluent. Further purification was performed by recrystallizationfrom hexane and EtOAc to give corresponding compoundas a pure solid. Specific details for each compound are given belowand spectral data in each case is similar to reported one in above.2,6-Bis [4-(2-ferrocenylvinyl)styryl]-4H-pyran-4-one (6):from 0.1 g (0.32 mmol) 4-(2-Ferrocenylvinyl) benzaldehyde and0.02 g (0.11 mmol) 2, 6-Methyl-4H-pyran-4-one, 0.08 g (0.13 mmol)orange solid was obtained in 75percent yield.

1271-51-8, The synthetic route of 1271-51-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Teimuri-Mofrad, Reza; Rahimpour, Keshvar; Ghadari, Rahim; Journal of Organometallic Chemistry; vol. 846; (2017); p. 397 – 406;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

The important role of 1271-51-8

With the complex challenges of chemical substances, we look forward to future research findings about Vinylferrocene

Name is Vinylferrocene, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1271-51-8, its synthesis route is as follows.,1271-51-8

Add 1t (0.2 mmol, 42mg) of vinyl ferrocene, 2a (0.2 mmol, 29 muL), toluene (1 mL), and Cp to the reaction tube in this order.2ZrH2(0.01 mmol, 2.3 mg). Stir the reaction at room temperature under a nitrogen (1 atm) atmosphere.GC detection until the reaction is complete.Filter through celite, spin dry the solvent under reduced pressure, and purify the residue by silica gel column chromatography. Use petroleum ether: ethyl acetate (40 mL: 1 mL) as the eluent to obtain ferrocene vinyl boric acid as a yellow oil Pinacol ester 3t (63mg, 80%).

With the complex challenges of chemical substances, we look forward to future research findings about Vinylferrocene

Reference£º
Patent; Chinese Academy Of Sciences Lanzhou Chemical Physics Institute; Wu Lipeng; Shi Xiaonan; (17 pag.)CN110483561; (2019); A;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Brief introduction of 1271-51-8

The synthetic route of 1271-51-8 has been constantly updated, and we look forward to future research findings.

1271-51-8, Vinylferrocene is a iron-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: In an Schlenk tube under argon one of the following central coresC1, or C2 was mixed with 5percent palladium (II) acetate, Pd(OAc)2, 10percentTris(o-tolyl)phosphine, P(o-tol)3, and vinyl ferrocene, 1-Fc, in triethylamine/THF, 15 mL/15 mL. The resulting mixture was stirred and refluxedovernight. After removing the solvent under reduced pressure,the oil obtained was washed with distillated water and extracted inCH2Cl2 three times and dried over MgSO4. The extract was concentratedto dryness and purified by column chromatography (silica gel60) using hexane/CH2Cl2 2:1 (V/V) mixtures as eluent. The correspondingcompounds were isolated after removing the solvent in a rotaryevaporator., 1271-51-8

The synthetic route of 1271-51-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Santos, Juan C.; Madrid-Moline, Franco; Cisternas, Carlos A.; Paul, Frederic; Escobar, Carlos A.; Jara-Ulloa, Paola; Trujillo, Alexander; Inorganica Chimica Acta; vol. 486; (2019); p. 95 – 100;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

The important role of Vinylferrocene

With the complex challenges of chemical substances, we look forward to future research findings about Vinylferrocene

Name is Vinylferrocene, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1271-51-8, its synthesis route is as follows.,1271-51-8

General procedure: Synthesized according to general procedure C using hydrazone (0.0800 g, 0.255 mmol), vinyl-ferrocene (0.0541 g, 0.255 mmol) in trifiuorotoluene (1.28 mL) and heated at 80 C for three hours. Volatiles were removed and the crude product was isolated by column chromatography with 100% CH2CI2, then 50% EtOAc/w-hexanes and gradually increased to 100% EtOAc. The title compound was obtained as dark red crystals (0.1024 g, 0.237 mmol, 93 % isolated yield). TLC Rf = 0.22 in 100 % EtOAc. ? NMR (CDC13, 300 MHz) delta ppm 8.90 (d, J = 7.6, 1H), 7.97 (dd, J = 7.1, 4.0, 2H), 7.62-7.48 (m, 4H), 7.30 (t, J = 7.5, 1H), 6.35-6.33 (m, 1H), 4.36 (d, J = 20.6, 2H), 4.15 (d, J = 0.3, 1H), 3.84 (s, 1H), 3.34-3.33 (m, 12H), 3.14 (d, J = 15.7, 1H); 13C NMR (CDC13, 100 MHz) delta ppm 184.3, 140.7, 139.9, 138.3, 132.2 (CH), 131.1 (CH), 130.3 (CH), 129.8 (C), 129.3 (CH), 128.6 (CH), 127.0 (CH), 121.5 (CH), 120.9 (CH), 89.2 (C), 69.5 (CH), 69.3 (CH), 67.8 (CH), 67.5 (CH), 67.4 (CH), 66.6 (CH), 40.4 (CH2); IR (film); 3086, 2975, 1664, 1546, 1273, 1120, 733 cm”1; HRMS (EI): Exact mass calcd for C28H26FeiN20i[M]+: 432.0925; found: 432.0951.

With the complex challenges of chemical substances, we look forward to future research findings about Vinylferrocene

Reference£º
Patent; UNIVERSITY OF OTTAWA; BEAUCHEMIN, Andre Martin; CLAVETTE, Christian; GAN, Wei; MARKIEWICZ, Thomas; TODERIAN, Amy Beverly; WO2013/67646; (2013); A1;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

The important role of 1271-51-8

With the complex challenges of chemical substances, we look forward to future research findings about Vinylferrocene

Name is Vinylferrocene, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1271-51-8, its synthesis route is as follows.,1271-51-8

General procedure: As shown as the synthetic protocol A in Scheme 2, compounds 1-11 were synthesized following literature description [16] with m-methoxyphenol, p-methoxyphenol, resorcinol, and hydroquinone as reagents. One hydroxyl group in resorcinol and hydroquinone was protected by tert-butyldimethylsilyl chloride. Then, 17 mL of dry CHCl3 solution containing excess PhtNSCl was added dropwisely to 8 mL of dry CHCl3 solution containing monoprotected hydroquinone or resorcinol and stirred for 16 h at 0 ¡ãC until phenols cannot be detected by thin layer chromatography (TLC). The mixture was diluted with CH2Cl2 and washed by saturated NaHCO3 and water. The organic phase was dried over anhydrous Na2SO4, and the solvent was removed under vacuum. The residue was purified by column chromatography with CH2Cl2 as the eluent to afford thiophthalimides as colorless solid. The following cycloaddition reactions were carried out in dry CHCl3 solution of thiophthalimides (~ 0.1 M) and styrenes (2 equiv.) or vinyl ferrocene (2 equiv.) and freshly distilled (C2H5)3N (2 equiv.) at 60 ¡ãC. The reaction was finished with thiophthalimides not detected by TLC. Then, the solvent was evaporated under vacuum pressure, and the residual solid was purified with column chromatography to afford silylated adducts. The desilylation operation was performed in dry tetrahydrofuran (THF) solution containing 0.04 M aforementioned adducts at 0 ¡ãC, to which a solution of (n-C4H9)4NF*3H2O in THF (1 equiv. for each protective group) was added. The reaction was finished with the reagent not detected by TLC, and then the mixture was diluted with ethyl acetate and washed with saturated NH4Cl and water. The organic layer was dried over anhydrous Na2SO4, and the solvent was evaporated under vacuum pressure. The residue was purified with column chromatography to afford thiaflavans.

With the complex challenges of chemical substances, we look forward to future research findings about Vinylferrocene

Reference£º
Article; Lai, Hai-Wang; Liu, Zai-Qun; European Journal of Medicinal Chemistry; vol. 81; (2014); p. 227 – 236;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Share a compound : 1271-51-8

1271-51-8 is used more and more widely, we look forward to future research findings about Vinylferrocene

Vinylferrocene, cas is 1271-51-8, it is a common heterocyclic compound, the iron-catalyst compound, its synthesis route is as follows.,1271-51-8

A deoxygenated mixture of vinylferrocene (170mg, 0.80mmol), K2CO3 (1.50g, 11mmol), tetrabutylammonium bromide (1.19g, 3.70mmol), 6-bromochromone-3-propionic acid (196.8mg, 0.66mmol) and Pd(OAc)2 (20mg, 0.09mmol) in DMF (23ml) was heated at 95¡ãC for 19h. After cooling to r. t. the reaction mixture was evaporated to dryness. Solid residue was dissolved in chloroform and extracted six times with water followed by extraction with 3.5percent HClaq. The organic phase was dried with MgSO4, filtered and the solvent was removed from the filtrate in vacuo. The residue was subjected to chromatography on SiO2 (eluent: CHCl3/methanol, 50:5). Finally the analytically pure products were obtained after recrystallization from DMSO/water.

1271-51-8 is used more and more widely, we look forward to future research findings about Vinylferrocene

Reference£º
Article; Kowalski, Konrad; Koceva-Chy, Aneta; Szczupak, Lukasz; Hikisz, Pawel; Bernasin?ska, Joanna; Rajnisz, Aleksandra; Solecka, Jolanta; Therrien, Bruno; Journal of Organometallic Chemistry; vol. 741-742; 1; (2013); p. 153 – 161;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion

 

Some tips on Vinylferrocene

With the complex challenges of chemical substances, we look forward to future research findings about 1271-51-8,belong iron-catalyst compound

As a common heterocyclic compound, it belongs to iron-catalyst compound, name is Vinylferrocene, and cas is 1271-51-8, its synthesis route is as follows.,1271-51-8

5-Iodo-2′-deoxyuridine was allowed to react at 60 ¡ãC for 48 h under basic conditions in CH3CN with vinylferrocene (1.2 equiv.) in the presence of palladium acetate (0.01 equiv.) and triphenylphosphine (0.02 equiv.), which afforded the coupling product 1 in 43percent yield.

With the complex challenges of chemical substances, we look forward to future research findings about 1271-51-8,belong iron-catalyst compound

Reference£º
Article; Hasegawa, Yusuke; Takada, Tadao; Nakamura, Mitsunobu; Yamana, Kazushige; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3555 – 3557;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion