Tag: M.W:200-300

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

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.

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

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

As a common heterocyclic compound, it belong iron-catalyst compound,Ferrocenemethanol,1273-86-5,Molecular formula: C11H3FeO,mainly used in chemical industry, its synthesis route is as follows.,1273-86-5

General procedure: ferrocenemethanol was added to the substrates 1a-l in a round bottom flask and the mixture was heated under stirring at 50-90C (as reported in Table 1), the reaction was monitored by TLC and capillary electrophoresis, after completion of reaction. The reaction mixture was flash chromatographed by silica gel column to give the pure compounds 3a-l as reported in Table 1. Typical eluent: hexane/ethyl acetate= 7/3.

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

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Article; Shisodia, Suresh Udhavrao; Auricchio, Sergio; Citterio, Attilio; Grassi, Marco; Sebastiano, Roberto; Tetrahedron Letters; vol. 55; 4; (2015); p. 869 – 872;,
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 quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO147,mainly used in chemical industry, its synthesis route is as follows.,1273-86-5

In a Schlenk tube, 1.00 g (4.63 mmol) of ferrocenyl methanol and 0.47 mL(4.7 mmol) of 2,4 pentanedione were dissolved in 8 mL of acetonitrile at room temperature (rt). After 5 min of stirring, 0.125 g (0.23 mmol) of cerium(IV)ammonium nitrate (5% molar) were added. The reaction mixture was stirred for 30 min at rt and then evaporated under reduced pressure. The solid residue was mixed with 5 mL of water and extracted with 10 mL of dichloromethane.The organic phase was dried over MgSO4, filtered off and evaporated under reduced pressure to afford 1.25 g (4.29 mmol, 90% yield) of 1 as an orange oil.

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

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Article; Ahumada, Guillermo; Roisnel, Thierry; Hamon, Jean-Rene; Carrillo, David; Manzur, Carolina; Journal of the Chilean Chemical Society; vol. 58; 4; (2013); p. 1963 – 1966;,
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

Name is Ferrocenemethanol, as a common heterocyclic compound, it belongs to iron-catalyst compound, and cas is 1273-86-5, its synthesis route is as follows.,1273-86-5

General procedure: Method A (Table 1, entries 4, 5). A mixture of alcohol1a,b (30 mmol) and KPO0.5O2P (0.20 g, 3 mmol) in DMSO(50 mL) was placed into a 0.3-L Parr-reactor. The latter was fed withacetylene and then decompressed to atmospheric pressure toremove air. The autoclave was fed with acetylene again (initialpressure at ambient temperature was 13 atm) and heated (70 C)upon stirring for 0.75 or 1 h. The reaction mixture, after cooling toroom temperature, was diluted with an aqueous 1% solution ofNH4Cl (50 mL). The aqueous layer was extracted with diethyl ether(20 mL6), the extracts were washed with water (15 mL3) anddried (Na2SO4). Column chromatography (basic Al2O3, eluent hexane/diethyl ether with gradient from 1:0 to 1:1) of the crude residueafter removal of the solvent gave the pure adducts 2a,b andunreacted alcohols 1a,b.

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

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Article; Trofimov, Boris A.; Oparina, Ludmila A.; Tarasova, Olga A.; Artem’ev, Alexander V.; Kobychev, Vladimir B.; Gatilov, Yuriy V.; Albanov, Alexander I.; Gusarova, Nina K.; Tetrahedron; vol. 70; 35; (2014); p. 5954 – 5960;,
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

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

As a common heterocyclic compound, it belong iron-catalyst compound,Ferrocenemethanol,1273-86-5,Molecular formula: C11H3FeO,mainly used in chemical industry, its synthesis route is as follows.,1273-86-5

To a solution of ferrocenylmethanol (1.62 g, 7.5 mmol) in dry THF (15mL), NaH (0.45 g) were added slowly at 0 C. After stirring for 0.5 h,1-bromo-4-(bromomethyl)benzene (1.88 g, 7.5 mmol) in THF (10 mL) wasadded dropwise and the reaction mixture was stirred overnight at 60 C. Thereaction mixture was quenched with saturated aq. NH4Cl (50 mL) at 0 C andextracted with CH2Cl2. The organic extracts were washed with brine, dried overanhydrous Na2SO4 and concentrated under reduced pressure. The residue waspurified by column chromatography to afford a yellow solid (2.25 g, 78%). 1HNMR (CDCl3, 400 Hz, delta/ppm) 7.47 (dt, J1 = 8.4 Hz, J2 = 2 Hz, 2H,), 7.21 (d, J= 8.4 Hz, 2H), 4.45 (s, 2H), 4.32 (s, 2H), 4.24 (t, J = 1.6 Hz, 2H), 4.17 (t, J =1.6 Hz, 2H), 4.12 (s, 5H); 13C NMR (CDCl3, 100 Hz, delta/ppm) 137.6, 131.4,129.3, 121.3, 83.1, 70.8, 69.4, 68.6, 68.5, 68.4.

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

Reference£º
Article; Meng, Zhengong; Wei, Zhuoxun; Fu, Kuo; Lv, Lei; Yu, Zhen-Qiang; Wong, Wai-Yeung; Journal of Organometallic Chemistry; vol. 892; (2019); p. 83 – 88;,
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 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

As a common heterocyclic compound, it belong iron-catalyst compound,Ferrocenecarboxylic acid,1271-42-7,Molecular formula: C11H10FeO2,mainly used in chemical industry, its synthesis route is as follows.,1271-42-7

At room temperature and in an atmosphere of nitrogen, oxalyl chloride (2 mmol, 0.17 ml) is dripped into a suspension of ferrocencarboxylic acid (0.25 g, 1 mmole) in anhydrous CH2C12 (5 ml) . A dark red coloured solution is obtained that is left under stirring for 3 0 minutes. The excess (COCl)2 is eliminated by distillation under vacuum and the dark oil residue, dissolved in anhydrous CH2C12 (5 ml) , is dripped at room temperature into a solution of 1,3-diamino-2-propanol (0.45 mmol, 40 mg) and Et3N (2 mmol, 0.3 ml) in CH2C12 (2 ml) . The solution is stirred for 2h and precipitation of an orange coloured solid is obtained. The solvent is evaporated and the residue is taken with 10 ml of a CH2C12/Et20 3:7 mixture and it is filtered, washing with 3 0 ml of the same mixture.195 mg of orange solid is obtained with a yield of 94%. M.p. 176-177C (pentane) . XH NMR (DMSO, 8): 3.27 (m, 4H, CH2NHC0FC, OH); 3.74 (m, 1H, CHOH) ; 4.17 (m, 10H, CH Fc) ; 4.82 (t, 4H, CH Fc) ; 4.34 (t, 4H, CH Fc) ; 7.9 (t, 2H, NH) ; 13C NMR (DMSO, 5): 43.08; 68.2; 69.2; 69.65; 69.9; 77.5 ; 170. M/z (ESI): 537 (M+Na+) ; 515 (M+l); IR (Nujol, V cm”1) 3294 (NH,OH); 1635 (CO).

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

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Patent; UNIVERSITA’ DEGLI STUDI DI MILANO; WO2006/6196; (2006); A2;,
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 Ferrocenecarboxylic acid, and cas is 1271-42-7, its synthesis route is as follows.,1271-42-7

A solution of ferrocene carboxylic acid (2.3 g, 10 mmol) in dry dichloromethane (20 ml.) was treated with oxalyl chloride dropwise (1.8 ml_, 20 mmol) at 0 C under nitrogen with the addition of four drops of DMF. The reaction mixture was returned to r.t. and stirred for 3 hours. The solvent and the excess oxalyl chloride was removed under nitrogen, and the resulting red solid was redissolved to fresh dry dichloromethane (20 ml_). Tetrabutylammoniun bromide (12 mg, 0.03 mmol) was added followed by the addition of a NaN3 solution (1 g, 15 mmol) in water (5 ml_). The reaction mixture was stirred under nitrogen and at r.t for a further 18 h. The reaction was quenched by the addition of water (50 ml.) and the organic phase was separated, and the aqueous was further extracted with dichloromethane (2 x 20 ml_). The combined organic phase was washed with brine, dried with Na2S04 and the solvent was removed under vacuum. The desired azide was isolated by flash column chromatography eluting with dichloromethane:hexane (1 :1 ). Yield: 78%. NMR (CDCIs, ppm): 1H (500 MHz) 4.78, 4.55, 4.05; 13C (126 MHz) 176.1 , 89.0, 76.3, 78.0, 80.1.

With the complex challenges of chemical substances, we look forward to future research findings about 1271-42-7,belong iron-catalyst compound

Reference£º
Patent; NATIONAL CENTRE FOR SCIENTIFIC RESEARCH “DEMOKRITOS”; PELECANOU ZAMPARA, Maria; SAGNOU, Marina; PAPADOPOULOS, Minas; PIRMETTIS, Ioannis; MAVROIDI, Barbara; SHEGANI, Antonio; (38 pag.)WO2019/180200; (2019); 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

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