School of Life Sciences, Nanjing University, Nanjing 210093, China.
Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong SAR, China.
Org Lett. 2020 May 15;22(10):3799-3803. doi: 10.1021/acs.orglett.0c01032. Epub 2020 Apr 27.
To expand the toolbox for the synthesis of -phenolic sulfilimines, sigmatropic rearrangements were introduced to the field of sulfilimine chemistry. Herein we report a N-H sulfenylation/[2,3]-sigmatropic rearrangement cascade reaction. This mild reaction enables commercially available thiols to serve as the sulfenylation reagent and generates water as the sole byproduct. Moreover, the reaction has a wide substrate scope and can be conducted on a gram scale with excellent reaction efficiency.
为了拓展 - 酚基亚磺酰亚胺的合成工具,我们将σ 迁移重排反应引入到亚磺酰亚胺化学领域。在此,我们报道了一种 N-H 硫代磺酰化/[2,3]-σ 迁移重排级联反应。该温和的反应使商业上可用的硫醇充当硫代磺酰化试剂,并仅生成水作为唯一的副产物。此外,该反应具有广泛的底物范围,可以克级规模进行,且具有优异的反应效率。