Bromonium-Mediated Electrochemical Synthesis of 3-Pyridinol from Biomass-Derived Furfurylamine
Bromonium-Mediated Electrochemical Synthesis of 3-Pyridinol from Biomass-Derived Furfurylamine
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DOI：
10.1021/acs.jpcc.3c02245
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发表时间：
2023-05
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影响因子：
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通讯作者：
Kaili Yan;H. Kwon;Morgan Huddleston;D. Jiang;Yujie Sun
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作者：
Kaili Yan;H. Kwon;Morgan Huddleston;D. Jiang;Yujie Sun
近年来，电催化生物质价值的提高引起了人们越来越多的关注。在生物质提质的许多可能产物中，含吡啶的化学品很少报道。本文中，我们描述了在0.1 M H2SO 4中从生物质衍生的糠胺电化学合成3-吡啶醇，利用Br-/Br+氧化还原循环和强酸性条件驱动最终脱水步骤。这样的电合成方法能够从糠胺的几乎完全转化实现97%的3-吡啶醇产率。通过大量的控制实验，结合计算研究，阐明了糠胺“一锅法”转化为3-吡啶醇的关键机理步骤。
Electrocatalytic biomass valorization has attracted increasing interest over the years. Amongst many possible products from biomass upgrading, pyridine-containing chemicals are rarely reported. Herein, we describe an electrochemical synthesis of 3-pyridniol from biomass-derived furfurylamine in 0.1 M H2SO4, taking advantage of the Br–/Br+redox cycle and the strong acidic condition in driving the final dehydration step. Such an electrosynthesis approach was able to achieve a 97% yield of 3-pyridinol from the nearly complete conversion of furfurylamine. A number of control experiments aided by computational investigation were carried out to elucidate the key mechanistic steps of the “one-pot” conversion of furfurylamine to 3-pyridinol.