With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1271-51-8,Vinylferrocene,as a common compound, the synthetic 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, 1271-51-8 Vinylferrocene 16211828, airon-catalyst compound, is more and more widely used in various fields.
Reference£º
Article; Lai, Hai-Wang; Liu, Zai-Qun; European Journal of Medicinal Chemistry; vol. 81; (2014); p. 227 – 236;,
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