Laboratory of Organic Synthesis and Natural Products, Department of Chemistry, Sharif University of Technology, Azadi Street, P.O. Box 111559516, Tehran, Iran.
Sci Rep. 2020 Dec 1;10(1):20968. doi: 10.1038/s41598-020-77872-8.
4H-chromenes play a significant role in natural and pharmacological products. Despite continuous advances in the synthesis methodology of these compounds, there is still a lack of a green and efficient method. In this study, we have designed cysteic acid chemically attached to magnetic graphene oxide (MNPs·GO-CysA) as an efficient and reusable solid acid catalyst to synthesize 4H-chromene skeletons via a one-pot three components reaction of an enolizable compound, malononitrile, an aldehyde or isatin, and a mixture of water-ethanol as a green solvent. This new heterogeneous catalyst provides desired products with a good to excellent yield, short time, and mild condition. This procedure presents an environmentally friendly approach for the synthesis of a great number of 4H-chromene derivatives.
4H-色烯在天然产物和药物中起着重要作用。尽管这些化合物的合成方法不断发展，但仍然缺乏绿色高效的方法。在这项研究中，我们设计了巯基乙酸化学连接到磁性氧化石墨烯（MNPs·GO-CysA）上，作为一种高效可重复使用的固体酸催化剂，通过一锅三步反应，以烯醇化化合物、丙二腈、醛或色酮和水-乙醇混合物作为绿色溶剂，合成 4H-色烯骨架。这种新的多相催化剂以良好到优秀的收率、短时间和温和的条件提供所需的产物。该方法为大量 4H-色烯衍生物的合成提供了一种环保的方法。
