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Abstract <p>Dihydrofuran is a unique motif found in numerous natural products. Due to the biological and medicinal importance of dihydrofuran derivatives, a great deal of protocols for the synthesis of dihydrofurans have been developed. In this study, a novel approach to the synthesis of substituted 4,5-dihydrofuran-3-carboxylates from a wide range of substituted β-nitrostyrenes and acyl acetates was investigated via solid base Cs<sub>2</sub>CO<sub>3</sub>/SiO<sub>2</sub>-catalyzed [3+2] cycloaddition reactions. The reactions were carried out under mild reaction conditions in DMF medium at 110°C, and the products were cleanly obtained in moderate yields. This procedure provided an environmentally friendly route to functionalized dihydrofurans from readily available substrates under mild reaction conditions.</p>

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Solid Base Cs2CO3/SiO2-Catalyzed Synthesis of Dihydrofurancarboxylate Derivatives via [3 + 2] Cyclization Reaction of Acylacetates and β-Nitrostyrenes

  • 期刊论文

  • 发表日期：

    2025年7月1日

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  • Lizhong Wang,
  • Zhuyun Liu,
  • Yunying Sha,
  • Shanshan Yang,
  • Lei Wang

摘要

Abstract

Dihydrofuran is a unique motif found in numerous natural products. Due to the biological and medicinal importance of dihydrofuran derivatives, a great deal of protocols for the synthesis of dihydrofurans have been developed. In this study, a novel approach to the synthesis of substituted 4,5-dihydrofuran-3-carboxylates from a wide range of substituted β-nitrostyrenes and acyl acetates was investigated via solid base Cs2CO3/SiO2-catalyzed [3+2] cycloaddition reactions. The reactions were carried out under mild reaction conditions in DMF medium at 110°C, and the products were cleanly obtained in moderate yields. This procedure provided an environmentally friendly route to functionalized dihydrofurans from readily available substrates under mild reaction conditions.