Laboratory of Bioorganic Chemistry & Membrane Biophysics (L.O.B.O.). Departamento de Química Orgánica e Inorgánica. Universidad de Extremadura, 10003 Cáceres, Spain.
Org Biomol Chem. 2022 Jul 6;20(26):5293-5307. doi: 10.1039/d2ob00518b.
The oxidative C(sp)-H intramolecular imination of hydroxycoumarin enol-Ugi adduct derivatives affords selectively diversely substituted imidazolocoumarins in one pot. The amide group derived from the enol-Ugi isocyanide component directs the functionalisation of the adjacent C(sp)-H and then is lost as an isocyanate molecule in an unprecedented transformation. This strategy was applied for the synthesis of potential modulators of innate immune system receptor TLR7, which showed high binding affinities in the molecular docking studies.
羟基香豆素烯醇-Ugi 加合物衍生物的氧化 C(sp)-H 分子内亚胺化反应在一锅反应中选择性地提供了多种取代的咪唑并香豆素。来自烯醇-Ugi 异氰酸酯部分的酰胺基团指导了相邻 C(sp)-H 的官能化，然后在前所未有的转化中作为异氰酸酯分子失去。该策略被应用于先天免疫系统受体 TLR7 的潜在调节剂的合成，在分子对接研究中显示出高结合亲和力。
