Divergent Synthesis of α-(1,3,5-Triazinylthio)-ketones and Thiazolo[3,2-<i>a</i>][1,3,5]triazines from 1,3-Dicarbonyl compounds or Chalcones with 1,3,5-Triazine-2-thiols
作者:Pengzhen Zhong、Cheng Zhang、Yue Li、Chengwu Su、Chen Zhang、Dong-Mei Cui
DOI:10.1021/acs.joc.3c01497
日期:2023.10.6
reaction proceeds through the C–C bond cleavage and C–S bond reconstruction of 1,3-dicarbonyl compounds, and β-keto esters, β-keto amides, and 1,3-diones were tolerated. In addition, the annulation of 1,3,5-triazine-2-thiols with chalcones has been achieved for the synthesis of thiazolo[3,2-a][1,3,5]triazines. The method occurred in moderate to good yields and tolerated chalcone with a broad functional group
开发了一种从 1,3-二羰基化合物与 1,3,5-三嗪-2-硫醇有效合成 α-(1,3,5-三嗪基硫基)-酮的方法。该反应通过1,3-二羰基化合物的C-C键断裂和C-S键重建进行,并且可以耐受β-酮酯、β-酮酰胺和1,3-二酮。此外,还实现了1,3,5-三嗪-2-硫醇与查耳酮的环化,用于合成噻唑并[3,2- a ][1,3,5]三嗪。该方法的收率中等至良好,且具有广泛官能团的耐受性查耳酮。