Tan Yushi, Xuekun Wu, Han Ya-Ping, Zhang Yuecheng, Zhang Hong-Yu, Zhao Jiquan
School of Chemical Engineering and Technology, Hebei Provincial Key Lab of Green Chemical Technology & High Efficient Energy Saving, Tianjin Key Laboratory of Chemical Process Safety, Hebei University of Technology, Tianjin 300130, P. R. China.
J Org Chem. 2022 Jul 1;87(13):8551-8561. doi: 10.1021/acs.joc.2c00669. Epub 2022 Jun 22.
An efficient and convenient method to synthesize 6-oxyalkylated 1,2,4-triazine-3,5(2, 4)-diones has been developed visible-light-induced cross-dehydrogenative coupling reaction between 1,2,4-triazine-3,5(2, 4)-diones and ethers with a wide range of functional group tolerance. The present transformation employs the cheap and low-toxic 2--butylanthraquinone as a metal-free photocatalyst and air as a green oxidant at room temperature. Moreover, this reaction can also be driven by sunlight as a clean energy resource. The synthetic utility of this method is further demonstrated by gram-scale reaction and application in the preparation of key intermediates of bioactive molecules.
已开发出一种高效便捷的方法来合成6-氧烷基化的1,2,4-三嗪-3,5(2,4)-二酮，即1,2,4-三嗪-3,5(2,4)-二酮与醚之间的可见光诱导交叉脱氢偶联反应，该反应具有广泛的官能团耐受性。目前的转化反应在室温下使用廉价且低毒的2-丁基蒽醌作为无金属光催化剂，以空气作为绿色氧化剂。此外，该反应还可以由清洁能源阳光驱动。克级反应以及在生物活性分子关键中间体制备中的应用进一步证明了该方法的合成实用性。
