Dai Yihang, Piao Yuming, Kan Wenbo, Wang Lei, Li Yazhuo
Key Laboratory of Molecular Enzymology and Engineering of Ministry of Education, School of Life Sciences, Jilin University, Changchun 130023, China.
College of Food Science and Engineering, Jilin University, Changchun 130062, China.
Molecules. 2025 Jul 30;30(15):3202. doi: 10.3390/molecules30153202.
Tetrasubstituted dihydrothiophenes represent a class of heterocyclic compounds with significant potential in various fields, particularly in medicinal chemistry and materials science. In this work, we have developed an eco-friendly and efficient method for synthesizing such compounds, using porcine pancreatic lipase (PPL) as a biocatalyst to promote the cyclization reaction between β-ketothioamides and β-nitrostyrenes. Through this approach, sixteen tetrasubstituted dihydrothiophenes were successfully synthesized, and all of them achieved high yields, ranging from 80% to 96%. This research not only expands the application scope of lipase in organic synthesis, demonstrating its versatility beyond traditional hydrolytic reactions, but also provides a new environmentally friendly pathway for the production of tetrasubstituted dihydrothiophenes, which is of great significance for advancing related fields of chemical synthesis.
四取代二氢噻吩是一类在各个领域都具有巨大潜力的杂环化合物，尤其是在药物化学和材料科学领域。在这项工作中，我们开发了一种环保且高效的合成此类化合物的方法，使用猪胰脂肪酶（PPL）作为生物催化剂来促进β-酮硫代酰胺与β-硝基苯乙烯之间的环化反应。通过这种方法，成功合成了十六种四取代二氢噻吩，并且它们的产率都很高，范围从80%到96%。这项研究不仅扩展了脂肪酶在有机合成中的应用范围，证明了其在传统水解反应之外的多功能性，还为四取代二氢噻吩的生产提供了一条新的环保途径，这对于推动化学合成的相关领域具有重要意义。
