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
General procedure: A mixture of 4-bromo-7-(piperidin-1-yl)benzo[c][1,2,5]thiadiazole (2a) (0.298 g, 1 mmol), 4-vinylpyridine (0.115 g, 1.1 mmol), Pd(OAc)2 (5.0 mg, 0.022 mmol), NaOAc (0.82 g, 10 mmol), n-Bu4NBr (0.065 g, 0.2 mmol) and N,N-dimethylformamide (10 mL) was heated at 100 ¡ãC for 24 h under nitrogen atmosphere. After cooling, the reaction was quenched by adding excess water. The precipitate formed was filtered, washed with water, dissolved in dichloromethane, and dried over anhydrous sodium sulfate. After evaporation of the volatiles, the residue was purified by column chromatography on silica gel, using a hexanes/dichloromethane mixture (2:3) as eluant to obtain the title compound 3a. 4.2.6 4-((E)-2-Ferocenylvinyl)-7-((E)-2-(pyridin-4-yl)vinyl)benzo[c][1,2,5]thiadiazole (6c) Compound 6c (0.277 g, 73percent) was prepared as dark solid by following a procedure similar to that described above for 6a by using vinylferrocene. Rf (70percent CH2Cl2/hexanes) 0.39; mp 184-186 ¡ãC; numax (KBr film) 2924, 2847, 1622, 1380, 1100, 965, 810 cm-1; deltaH (500.13 MHz, CDCl3) 4.19 (5H, s, Cp), 4.40 (2H, s, Cp), 4.62 (2H, s, Cp), 7.22 (1H, s), 7.50 (2H, s), 7.61 (1H, buried d, vinyl), 7.69 (1H, d, J=6.0 Hz), 7.75 (1H, d, J=16.0 Hz, vinyl), 7.84 (1H, d, J=16.0 Hz, vinyl), 7.99 (1H, d, J=16.0 Hz, vinyl), 8.6 (2H, br s, pyridine); deltaC (125.77 MHz, CDCl3) 67.5, 69.5, 69.9, 83.0, 121.0, 121.5, 125.2, 126.8, 129.1, 129.2, 129.8, 131.2, 134.0, 145.0, 150.2, 153.7, 153.9; HRMS (ESI): MH+, found 449.0625. C25H19FeN3S requires 449.0649.
With the complex challenges of chemical substances, we look forward to future research findings about Vinylferrocene
Reference£º
Article; Prasad Bolisetty; Li, Chun-Ting; Thomas Justin; Bodedla, Govardhana Babu; Ho, Kuo-Chuan; Tetrahedron; vol. 71; 24; (2015); p. 4203 – 4212;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
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