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氮丙啶的直接三氟甲硫基化反应:阳离子控制下三氟甲硫基化异硫氰酸酯和胺的多样化合成

Direct Trifluoromethylthiolation of Aziridines: Cation-Controlled Diverse Synthesis of Trifluoromethylthiolated Isothiocyanates and Amines.

作者信息

Xin Jingrui, Chen Tengying, Tang Pingping

机构信息

State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China.

Haihe Laboratory of Sustainable Chemical Transformations, Tianjin 300192, China.

出版信息

Org Lett. 2022 Mar 18;24(10):2035-2039. doi: 10.1021/acs.orglett.2c00558. Epub 2022 Mar 9.

Abstract

The direct trifluoromethylthiolation of aziridines with AgSCF and iodides is reported. The β-trifluoromethylthiolated isothiocyanates and amines were selectively obtained by the changed cation of iodide. This strategy is tolerant to a wide range of functional groups with good yields and regioselectivities. In addition, the isothiocyanates can be used for further synthetic manipulation, which offered a convenient approach for SCF-containing compounds.

摘要

报道了氮丙啶与AgSCF和碘化物的直接三氟甲硫基化反应。通过改变碘化物的阳离子可选择性地得到β-三氟甲硫基异硫氰酸酯和胺。该策略对多种官能团具有耐受性,产率和区域选择性良好。此外,异硫氰酸酯可用于进一步的合成操作,为含SCF的化合物提供了一种便捷的方法。

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