Selectivity Controlled Hydroamination of Alkynes to Sulfonyl Fluoride Hubs: Development and Application.
Xueying BaiLiliang HuangPengyu ZhouHui XiJunduo HuZhicheng ZuoHuangdi FengPublished in: The Journal of organic chemistry (2022)
A hydroamination of unactivated alkynes and lithium bis(fluorosulfonyl)imide (LiN(SO 2 F) 2 ) is described under mild conditions, affording a single regioisomer of the sulfonyl fluorides. This method features broad functional group compatibility and delivers the target vinyl fluorosulfonimides in good to excellent yields. Moreover, gram-scale hydroamination of terminal and internal alkynes is achieved. Further transformations exploiting the reactivity of the vinyl fluorosulfonimide are subsequently developed for the synthesis of fluorosulfates and diphenyl sulfate.
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