Bai Xueying, Huang Liliang, Zhou Pengyu, Xi Hui, Hu Junduo, Zuo Zhicheng, Feng Huangdi
College of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai 201620, China.
Key Laboratory of Tobacco Flavor Basic Research of CNTC, Zhengzhou Tobacco Research, Zhengzhou 450001, China.
J Org Chem. 2022 Apr 1;87(7):4998-5004. doi: 10.1021/acs.joc.1c03082. Epub 2022 Mar 22.
A hydroamination of unactivated alkynes and lithium bis(fluorosulfonyl)imide (LiN(SOF)) 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.
描述了在温和条件下未活化炔烃与双（氟磺酰基）亚胺锂（LiN(SO₂F)）的氢胺化反应，得到单一区域异构体的磺酰氟。该方法具有广泛的官能团兼容性，能以良好至优异的产率得到目标乙烯基氟磺酰亚胺。此外，实现了端炔和内炔的克级氢胺化反应。随后开发了利用乙烯基氟磺酰亚胺反应性的进一步转化反应，用于合成氟硫酸盐和硫酸二苯酯。
