非常完美的由醛制备腈的新方法​

chem 有机方法 2.5W+ 0

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在乙酸铜催化下,利用乙酸铵作为氮源,在空气中直接将醛转化为腈。此方法条件温和,试剂环境友好,经济实用,而且无需配体,操作简便,官能团耐受度高。作者来自南亚某国(Sanjay Bhar,Jadavpur University),反应相当完美,底物应用范围也很广,有做这方面反应的小伙伴赶紧验证一下效果如何。

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反应机理

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反应操作

General experimental procedure for the Cu(OAc)2 catalyzed oxidative transformation of aldehydes to nitriles

To a stirred suspension of aldehyde 1 (1.0 mmol) and ammonium acetate (1.5 mmol) in DMSO (3 mL), Cu(OAc)2 (10 mol%) was added. The reaction mixture was stirred for an appropriate time at 60℃ under ambient atmosphere. The progress of the reaction was monitored with TLC. Then the reaction mixture was cooled to room temperature, ethyl acetate (15 mL) was added to dissolve the product. The reaction mixture was repeatedly extracted with ethyl acetate (35 mL). The combined organic extracts were washed with water (35 mL) and dried over anhydrous Na2SO4. The crude product 2 was obtained by removal of the solvent under reduced pressure which was further purifed by column chromatography on a short column of silica gel using 1–10% ethyl acetate–hexane as eluent.

参考资料

Cu(OAc)2 catalysed aerobic oxidation of aldehydes to nitriles under ligand-free conditions; Asit Kumar Das, Sneha Nandy and Sanjay Bhar ; RSC Adv. , 2022, 12, 4605;https://doi.org/10.1039/D1RA07701E


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