Li Wei, Diao Chenchen, Lu Yilian, Li Huaifeng
State Key Laboratory for Chemistry and Molecular Engineering of Medicinal Resources, School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, China.
Org Lett. 2024 Jul 26;26(29):6253-6258. doi: 10.1021/acs.orglett.4c02245. Epub 2024 Jul 17.
We developed a photoinduced method for vicinal sulfamoyloximation of alkenes using -nitrosamines as bifunctional reagents, with DABSO serving as both a sulfonyl source and a rapid aminyl radical trap. This strategy prevents radical recombination, enabling bifunctional activation under neutral conditions to generate key sulfamoyl radicals. It accommodates broad substrate scope and functional group compatibility, enabling late-stage modifications of bioactive molecules and expanding sulfonamide diversity in organic synthesis.
我们开发了一种光诱导方法,以亚硝酸胺作为双功能试剂,实现烯烃的邻位氨磺酰氧基化反应,其中DABSO既作为磺酰基源,又作为快速氨基自由基捕获剂。该策略可防止自由基重组,能在中性条件下实现双功能活化以生成关键的氨磺酰基自由基。它具有广泛的底物范围和官能团兼容性,能够对生物活性分子进行后期修饰,并扩大有机合成中磺酰胺的多样性。