Key Laboratory of Pesticide & Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079, P. R. China.
Org Biomol Chem. 2019 Feb 6;17(6):1535-1541. doi: 10.1039/c8ob02994f.
An efficient I2-DMSO reagent system-mediated multicomponent reaction strategy for the synthesis of C3-sulfenylated chromones from o-hydroxyaryl methyl ketones, rongalite, and dimethyl sulfoxide has been developed. Notably, the double C-S bond cleavages of rongalite and dimethyl sulfoxide served as key steps in this smooth transformation, affording the C1 unit and sulfur source for the assembly of C3-sulfenylated chromones. Preliminary mechanistic studies indicated that in situ generated HCHO and (2-(2-hydroxyphenyl)-2-oxoethyl)dimethylsulfonium iodine were probably the key intermediates in this transformation.
已开发出一种高效的 I2-DMSO 试剂体系介导的多组分反应策略，用于从邻羟基芳基甲基酮、吊白块和二甲亚砜合成 C3-亚磺酰化色酮。值得注意的是，吊白块和二甲亚砜的双 C-S 键断裂是这种顺利转化的关键步骤，为 C3-亚磺酰化色酮的组装提供了 C1 单元和硫源。初步的机理研究表明，原位生成的 HCHO 和 (2-(2-羟基苯基)-2-氧代乙基)二甲基碘化硫onium 可能是这种转化中的关键中间体。
