Ghiai Ramin, Alavinia Sedigheh, Ghorbani-Vaghei Ramin
Department of Organic Chemistry, Faculty of Chemistry, Bu-Ali Sina University Hamedan 6517838683 Iran
RSC Adv. 2022 Sep 28;12(43):27723-27735. doi: 10.1039/d2ra05070f.
The synthesis of six-membered oxygen- and nitrogen-containing heterocycles has been regarded as the most fundamental issue in organic chemistry and the chemical industry because these heterocycles are used in producing high-value products. In this study, an efficient, economic, sustainable, and green protocol for their multicomponent synthesis has been developed. The one-pot direct Knoevenagel condensation-Michael addition-cyclization sequences for the transformation of aromatic aldehydes, malononitrile, and 2-aminopyridine generate the corresponding 1,8-naphthyridines over a novel mesoporous bifunctional organocatalyst supported cholorosulfonic acid [poly(triazine-benzene sulfonamide)SOH (PTBSA-SOH)] under ambient conditions. The catalyst was used for the formation of 1,8-naphthyridine derivatives for six runs. The current strategy provided a wider substrate range, and short reaction times.
六元含氧和含氮杂环的合成被视为有机化学和化学工业中最基本的问题，因为这些杂环用于生产高价值产品。在本研究中，已开发出一种用于其多组分合成的高效、经济、可持续且绿色的方案。在新型介孔双功能有机催化剂负载的氯磺酸[聚（三嗪-苯磺酰胺）SOH（PTBSA-SOH）]存在下，在环境条件下，通过一锅法直接进行Knoevenagel缩合-Michael加成-环化反应序列，将芳香醛、丙二腈和2-氨基吡啶转化为相应的1,8-萘啶。该催化剂用于1,8-萘啶衍生物的形成反应，进行了六次循环。当前策略提供了更广泛的底物范围和较短的反应时间。
