Category: 1271-51-8

1271-51-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Vinylferrocene, cas is 1271-51-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A deoxygenated mixture of vinylferrocene (170mg, 0.80mmol), K2CO3 (1.50g, 11mmol), tetrabutylammonium bromide (1.19g, 3.70mmol), bromochromone (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 several times with water. 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, 50:2). Finally the analytically pure products were obtained after recrystallization from chloroform/n-hexane mixture.

The chemical industry reduces the impact on the environment during synthesis,1271-51-8,Vinylferrocene,I believe this compound will play a more active role in future production and life.

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

1271-51-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Vinylferrocene, cas is 1271-51-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

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.

The chemical industry reduces the impact on the environment during synthesis,1271-51-8,Vinylferrocene,I believe this compound will play a more active role in future production and life.

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

1271-51-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Vinylferrocene, cas is 1271-51-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: General procedure: In a J-Young NMR tube substrate(0.10 mmol), catalyst precursor 15 (23.5 mg, 0.02 mmol) andB(C6F5)3 (2.6 mg, 0.005 mmol) were dissolved in C6D6 (0.7 mL).After 30 min the atmosphere was removed, dihydrogen (2 bar)applied and the reaction monitored by 1H NMR spectroscopy.Conversion was determined from the 1H NMR spectra. (see theSupporting Information for control experiments and spectroscopicdata of hydrogenation products 17a-l).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Vinylferrocene, 1271-51-8

Reference£º
Article; Woelke, Christian; Daniliuc, Constantin G.; Kehr, Gerald; Erker, Gerhard; Journal of Organometallic Chemistry; vol. 899; (2019);,
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

1271-51-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Vinylferrocene, cas is 1271-51-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a 25-mL round-bottomed flask, a mixture of aryl iodide (5 mmol), alkene (6 mmol), and base (5.6 mmol) was placed in 4 mL of DMF, then a solution of the complex 3 (0.005 mol percent) in 1 mL of DMF was added. The reaction mixture was refluxed for the time stated in Tables 3 and 4 at 140 ¡ãC. The reaction mixture was poured into water (20 mL) and extracted with ether or hexane (2¡Á30 mL). The combined organic layers were dried over anhydrous sodium sulfate. After the removal of the solvent in vacuo, the resulting crude was purified by column chromatography on silica gel (hexane/ethyl acetate) to give the corresponding cross-coupling product (the purified product was identified by means of determination of mp and by 1H and 13C NMR, the data obtained are consistent with literature).26 The entire flasks used in the each coupling reaction were meticulously cleaned with aqua regia to avoid the presence of unseen palladium catalyst.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Vinylferrocene, 1271-51-8

Reference£º
Article; Sua?rez-Meneses, Jesu?s V.; Bonilla-Reyes, Edgar; Ble?-Gonza?lez, Ever A.; Ortega-Alfaro, M. Carmen; Toscano, Rube?n Alfredo; Cordero-Vargas, Alejandro; Lo?pez-Corte?s, Jose? G.; Tetrahedron; vol. 70; 7; (2014); p. 1422 – 1430;,
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

1271-51-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Vinylferrocene, cas is 1271-51-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

In anhydrous THF (1 mL) was dissolved 6 molpercent Cu(OAc) 2 (10.9 mg,0.066 mmol) and 6.6 molpercent of ligand (R)-DTBM-SEGPHOS (78 mg,0.060 mmol). The mixture was stirred for 15 min at r.t., then DMMS(0.5 mL, 4 equiv, 4 mmol) was added dropwise and stirring was con-tinued for 10 min at the same temperature. The solution of amine 7(381 mg, 1.2 mmol) and vinylferrocene 4 (212 mg, 1 mmol) was thenadded by using Schlenk techniques to the tube containing the solu-tion of [L*CuH] complex. The reaction mixture was stirred at 40 ¡ãCovernight, then the mixture was diluted with EtOAc (5 mL) and 5percentsolution of Na 2 CO 3 (5 mL) was added dropwise. The solution was ex-tracted with EtOAc (3 ¡Á 25 mL), the collected organic layers werewashed with brine (25 mL), dried over Na 2 SO 4 , filtrated, and the sol-vent was removed under reduced pressure to afford the crude prod-uct. The crude product was purified by chromatography on SiO 2 (hex-anes/EtOAc, 30:1 + 1percent Et 3 N; R f = 0.4) to afford target product 8.Yield: 68 mg (18percent); orange solid; mp 62?65 ¡ãC; [alpha] D20 ?14.5 (c 1.00,CHCl 3 ); HPLC analysis (Chiralcel OD-H; hexane/ i PrOH, 99:1; 0.8mL/min; 254 nm) indicated 20percent ee: t R = 5.9 (major), 6.5 (minor) min.IR (ATR): 1234, 1103, 1068, 1022, 998, 822, 749, 728, 697, 514, 487cm ?1 .1 H NMR (600 MHz, CDCl 3 ): delta = 7.39 (d, J = 7.4 Hz, 4 H, -Ph), 7.31 (t, J =7.6 Hz, 4 H, -Ph), 7.23 (t, J = 7.3 Hz, 2 H, -Ph), 4.27?4.27 (m, 1 H, Fc),4.18?4.14 (m, 3 H, Fc), 4.02 (s, 5 H, Cp Fc ), 3.81 (q, J = 6.9 Hz, 1 H, H alpha ),3.53 (d, J = 14.1 Hz, 2 H, CH 2 -Ph), 3.36 (d, J = 14.1 Hz, 2 H, -CH 2 -Ph),1.47 (d, J = 6.9 Hz, 3 H, -CH 3 ).13 C NMR (151 MHz, CDCl 3 ): delta = 140.9 (2¡ÁC, Cq Ph ), 128.6 (4¡ÁC, -Ph),128.2 (4¡ÁC, -Ph), 126.7 (2¡ÁC, -Ph), 88.9 (Cq Fc ), 69.1 (-CH Fc ), 68.7 (5¡ÁC,Cp Fc ), 67.6 (-CH Fc ), 67.1 (-CH Fc ), 66.9 (-CH Fc ), 52.3 (2¡ÁC, -CH 2 -Ph), 52.2(-CH alpha ), 15.4 (-CH 3 ).HRMS (ESI): m/z calcd for [M + H + ] C 26 H 28 FeN + : 410.1571; found:410.1565.

The chemical industry reduces the impact on the environment during synthesis,1271-51-8,Vinylferrocene,I believe this compound will play a more active role in future production and life.

Reference£º
Article; Plevova, Kristina; Mudrakova, Brigita; ?ebesta, Radovan; Synthesis; vol. 50; 4; (2018); p. 760 – 763;,
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

1271-51-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Vinylferrocene, cas is 1271-51-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

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.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1271-51-8, 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

1271-51-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Vinylferrocene, cas is 1271-51-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

Ethynylferrocene (1) (0.5 g, 2.380 mmol) was dissolved in dryethanol (35 mL) and cooled to 0 ¡ãC and subsequently treated withsolid KOH (0.340 g, 6 mmol). After 30 min of stirring at a lowtemperature solid N-iodosuccinimide (0.642 g, 2.856 mmol) wasadded to the mixture, and the stirring continued at 0 ¡ãC for additional30 min. The cold bath was then removed and the stirringcontinued at room tempreture for an additional 2 h. Aftercompletion of reaction (monitored by TLC) 100 mL of EtOAc wasadded and the mixture extracted three times with brine. Theorganic layer was separated, dried over Na2SO4, filtered, andevaporated. The productwas isolated in quantitative yield as brownSolid.Yield: 94percent (brown solid); m.p 112-115 ¡ãC (lit. 116-117 C) [47];1H NMR (500 MHz, CDCl3): delta 4.18-4.23 (m, 7H), 4.44-4.47 (m,2H) ppm; 13C NMR (75 MHz, CDCl3): delta 66.4, 69.4, 69.5, 70.6, 70.7,70.77, 70.84, 70.9, 72.5, 74.3, 92.8 ppm.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Vinylferrocene, 1271-51-8

Reference£º
Article; Yousuf, Md; Mukherjee, Debarati; Dey, Somaditya; Pal, Chiranjib; Adhikari, Susanta; European Journal of Medicinal Chemistry; vol. 124; (2016); p. 468 – 479;,
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

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.

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. Compound 1. 1-Fc (187 mg, 8.84 mmol), C1 (150 mg,0.253 mmol), Pd(OAc)2 (2.8 mg, 0.0126 mmol), P(o-tol)3 (7.7 mg,0.0253 mmol), triethylamine/THF, 15 mL/15 mL. Yield 49.5percent. IR wavenumber(KBr): =1713 cm?1 (eC]O), 1590 cm?1 (eC]Ce). 1HNMR (CDCl3, 400 MHz): delta=4.10 (15H, pst, C5H5), 4.27 (6H,pst?C5H4), 4.44 (6H, s, ?C5H4), 6.68 (3H, d, J=16.0 Hz, ]CH), 6.89(3H, d, J=16.0 Hz, ]CH), 7.31 (6H, d, J=8.2 Hz, Harom), 7.50 (6H, d,J=8.4 Hz, Harom). 13C NMR (100.6 MHz, CDCl3): delta=67.05, 69.25,69.66, 82.76, 124.74, 126.48, 128.53, 128.60, 128.91, 131.70, 139.04.Analysis calculated for C57H45O3Fe3N3: C, 69.3; H, 4.59; N, 4.26.Found: C, 68.61; H, 4.12; N, 4.32. MP: 199 ¡ãC – 200 ¡ãC.

1271-51-8, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

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

1271-51-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Vinylferrocene, cas is 1271-51-8,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

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.

The chemical industry reduces the impact on the environment during synthesis,1271-51-8,Vinylferrocene,I believe this compound will play a more active role in future production and life.

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

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.

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.

1271-51-8, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,1271-51-8 ,Vinylferrocene, other downstream synthetic routes, hurry up and to see

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