Base-Promoted S-Arylation of Sulfenamides for the Synthesis of Sulfilimines

Base-Promoted S-Arylation of Sulfenamides for the Synthesis of Sulfilimines
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DOI:
10.1021/acs.orglett.3c01436
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发表时间:
2023-06-02
期刊:
影响因子:
5.2
通讯作者:
Yang, Xing
Yang, Xing
中科院分区:
化学1区
文献类型:
--
作者:
Zhou, Qinglong;Li, Jiaomeng;Yang, Xing

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亚胺是医药和农用化学品中常见基序的关键中间体。通常,这类化合物是由硫醚的酰化、过渡金属催化或碱促进的硫烷基化和过渡金属催化的硫芳基化制备的。在这里,我们报道了一个实用和高效的碱介导的硫芳基化反应,以制备亚胺。多种n -酰基和n -芳基亚砜胺与多种二芳基硫鎓盐反应顺利,产率高,具有良好的化学选择性。
Sulfiliminesare key intermediates to common motifs in medicinesand agrochemicals. Typically, this class of compounds are preparedby imidation of thioethers, transition-metal-catalyzed or base-promotedsulfur alkylation and transition-metal-catalyzed sulfur arylation.Here, we report a practical and efficient base-mediated sulfur arylationreaction for the preparation of sulfilimines. A wide range of N-acyl and N-aryl sulfenamides react withvarious diaryliodonium salts smoothly to afford the sulfilimines inhigh yields with excellent chemoselectivities.