Abstract:
A visible-light-initiated energy-transfer enabled radical cyclization for the divergent synthesis of polycyclic γ-sultine derivatives has been developed. The reaction provides an alternative and expeditious access to benzofused γ-sultine frameworks, the analogues of γ-lactones and γ-sultones, and features good functional group compatibility, mild reaction conditions and excellent diastereoselectivity. The robustness and application potential of this method have also been successfully displayed by two gram-scale reactions and the synthesis of polycyclic sultones. Mechanistic studies indicated the transformations through a possible energy-transfer enabled intramolecular radical homolytic substitution or hydrogen atom transfer process mainly.
摘要:
已开发出可见光引发的能量转移使能的自由基环化,用于多环γ-硫化物衍生物的发散合成。该反应提供了一种替代和快速获得苯并稠合γ-硫化物骨架的途径,γ-内酯和γ-磺内酯的类似物,并具有良好的功能组兼容性,温和的反应条件和优异的非对映选择性。该方法的稳健性和应用潜力也已通过两个克规模反应和多环磺内酯的合成成功地展示。机理研究表明,主要通过可能的能量转移使分子内自由基均裂取代或氢原子转移过程进行转化。