Key Laboratory of Molecule Synthesis and Function Discovery, College of Chemistry, Fuzhou University, Fuzhou 350116, P. R. China.
Beijing National Laboratory for Molecular Sciences (BNLMS), Beijing 100190, P. R. China.
Org Lett. 2022 Nov 11;24(44):8170-8175. doi: 10.1021/acs.orglett.2c03224. Epub 2022 Oct 31.
The introduction of sulfonyl fluoride groups into bioactive molecules can often bring about enhanced biological activity, which has attracted more research interest in chemical biology and drug development in recent years. Here, we report the development of a radical fluorosulfonylation of alkenes/intramolecular arylation cascade for the construction of chromanes with sulfonyl fluoride groups attached. The radical 1,2-fluorosulfonyl arylation reactions proceed well in both endo and exo cyclization fashions, allowing for further variation of the distance between the chromane core and the sulfonyl fluoride group.
将磺酰氟基团引入生物活性分子中通常可以带来增强的生物活性,这在近年来引起了化学生物学和药物开发领域更多的研究兴趣。在这里,我们报告了一种通过自由基氟磺酰化的烯烃/分子内环化级联反应来构建带有磺酰氟基团的色烷的方法。自由基 1,2-氟磺酰芳基化反应在内环和外环两种环化方式下都能很好地进行,这使得色烷核心与磺酰氟基团之间的距离可以进一步变化。