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<p>The hydrocarboxylation of acrylate with carbon dioxide (CO<sub>2</sub>) have been achieved through metal-catalysis, photochemistry catalysis or electrochemistry catalysis in recent years. The hydrocarboxylation of acrylamide has rarely been studied so far, because of the electron cloud density of the carbon-carbon double bond in acrylamide molecules is lower than that of acrylates. Herein, we report an electrochemical selective hydrocarboxylation method of acrylamides with CO<sub>2</sub>. The <i>α</i>-carboxylation and <i>β</i>-carboxylation products can be obtained by adjusting the reaction conditions. The present protocol features mild conditions, good regioselectivity, broad substrare scope and high atom economy. Furthermore, detailed control experiments and DFT calculations results showed that the carboxylation at the <i>α</i>- and <i>β</i>- sites undergo different reaction processes.</p><p></p>

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Electrochemical selective hydrocarboxylation of acrylamides with carbon dioxide for precise control of α- and β-carboxylation

  • 期刊论文

  • 出版模式：

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  • 发表日期：

    2025年12月15日

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  • Xiuli Zhao,
  • Ziren Chen,
  • Fei Xue,
  • Haomin Chen,
  • Lin Zhang,
  • Bin Wang,
  • Shaofeng Wu,
  • Yu Xia,
  • Shoucai Wang,
  • Weiwei Jin,
  • Yonghong Zhang,
  • Chenjiang Liu

摘要

The hydrocarboxylation of acrylate with carbon dioxide (CO2) have been achieved through metal-catalysis, photochemistry catalysis or electrochemistry catalysis in recent years. The hydrocarboxylation of acrylamide has rarely been studied so far, because of the electron cloud density of the carbon-carbon double bond in acrylamide molecules is lower than that of acrylates. Herein, we report an electrochemical selective hydrocarboxylation method of acrylamides with CO2. The α-carboxylation and β-carboxylation products can be obtained by adjusting the reaction conditions. The present protocol features mild conditions, good regioselectivity, broad substrare scope and high atom economy. Furthermore, detailed control experiments and DFT calculations results showed that the carboxylation at the α- and β- sites undergo different reaction processes.