Department of Chemistry, Malaviya National Institute of Technology, Jaipur-302017, India.
Chem Commun (Camb). 2019 Feb 28;55(19):2833-2836. doi: 10.1039/c9cc00007k.
A visible light-induced vicinal diazidation of various alkenes using stable sulfonium bis(acetoxy)iodate(i) and sodium azide as a radical precursor is described. The trimethylsulfonium [bis(azido)iodate(i)] species, intrinsically generated in situ, demonstrated unprecedented reactivity toward C[double bond, length as m-dash]C π bond-promoting selective azidation under photochemical conditions without any photoredox or metal catalyst. The visible-light stimulated diazidation reaction provides a convenient and straightforward approach to highly prevalent vicinal nitrogen scaffolds of myriad therapeutic importance.
本文描述了一种可见光诱导的各种烯烃的邻位二碘化反应,使用稳定的锍双(乙酰氧基)碘酸盐(i)和叠氮化钠作为自由基前体。三甲基锍[双(叠氮基)碘酸盐(i)]物种在光化学条件下,在没有任何光氧化还原或金属催化剂的情况下,表现出对 C[双键,长度为 m-dash]C π 键的促进选择性碘化的前所未有的反应性,在原位内在生成。可见光刺激的二碘化反应为具有多种治疗重要性的常见邻位氮支架提供了一种方便直接的方法。