Synthesis of Functionalized 4,1-Benzothiazepines via a [4+3] Annulation between Aza-o-Quinone Methides and Pyridinium 1,4-Zwitterionic Thiolates,Advanced Synthesis & Catalysis

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Synthesis of Functionalized 4,1-Benzothiazepines via a [4+3] Annulation between Aza-o-Quinone Methides and Pyridinium 1,4-Zwitterionic Thiolates
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2021-10-28 , DOI: 10.1002/adsc.202101034
Chuan-Chuan Wang ₁ , Xue-Hua Liu ₁ , Xin-Lu Wang ₂ , Hua-Peng Cui ₃ , Zhi-Wei Ma ₁ , Degang Ding ₄ , Jun-Tao Liu ₄ , Lei Meng ₅ , Ya-Jing Chen ₁

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The [4+3] annulation of aza-o-quinone methides and pyridinium 1,4-zwitterionic thiolates has been developed for the one-step synthesis of functionalized 2,3-unsaturated 4,1-benzothiazepines under mild and metal-free conditions. The produced 4,1-benzothiazepines can easily be converted into biologically interesting sulfoxides and sulfones via selective oxidization with m-CPBA.

中文翻译：

通过氮杂邻醌甲基化物和吡啶鎓 1,4-两性离子硫醇盐之间的 [4+3] 环化合成功能化 4,1-苯并硫氮杂

氮杂-邻醌甲基化物和吡啶鎓 1,4-两性离子硫醇盐的 [4+3] 环化已被开发用于在温和和无金属条件下一步合成官能化 2,3-不饱和 4,1-苯并硫氮杂卓. 产生的 4,1-苯并硫氮杂通过m -CPBA 的选择性氧化可以很容易地转化为具有生物学意义的亚砜和砜。

更新日期：2021-10-28

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