Liu Zhuqing, Sun Shaobin, Lou Jiang
Advanced Research Institute for Multidisciplinary Science, Qilu University of Technology, Shandong Academy of Sciences, Jinan 250353, China.
State Key Laboratory of Biobased Material and Green Papermaking, Qilu University of Technology, Shandong Academy of Sciences, Jinan 250353, China.
Org Lett. 2022 Feb 18;24(6):1323-1328. doi: 10.1021/acs.orglett.1c04326. Epub 2022 Feb 7.
An efficient PhIO-mediated oxidative C═C bond cleavage and reassembly of enaminone toward oxazolone with high regioselectivity has been reported. DFT calculations revealed that the reaction proceeded through an oxygen atom transfer, C═C bond cleavage, alkylthio migration, and reassembly cascade. This strategy is highlighted by high atom and step economy with formation of five bonds in one pot and generation of a high-valued oxazolone skeleton under mild conditions.
据报道，一种高效的PhIO介导的烯胺酮氧化碳-碳键断裂并以高区域选择性重排生成恶唑酮的反应。密度泛函理论计算表明，该反应通过氧原子转移、碳-碳键断裂、烷硫基迁移和重排级联进行。该策略的突出特点是具有高原子经济性和步骤经济性，能够在温和条件下一步形成五个化学键，并生成高价值的恶唑酮骨架。
