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Synthesis of Benzo[e][1,4]thiazepines by Base-Induced Formal [4+3] Annulation Reaction of Aza-o-quinone Methides and Pyridinium 1,4-Zwitterionic Thiolates
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2021-12-06 , DOI: 10.1021/acs.joc.1c02433
Lijie Zhang 1 , Ling Fang 2 , Hao Huang 1 , Chaofan Wang 1 , Fang Gao 1 , Zhiyong Wang 1
Affiliation  

The base-induced formal [4+3] annulation reaction of in situ-formed aza-o-quinone methides and pyridinium 1,4-zwitterionic thiolates is reported. This protocol provides a novel and reliable method for the synthesis of biologically interesting benzo[e][1,4]thiazepine derivatives in synthetically useful yields. In addition, postsynthetic modification results in the formation of its sulfoxide and sulfone derivatives.

中文翻译:

氮杂邻醌甲基化物与吡啶鎓1,4-两性硫醇盐的碱诱导形式[4+3]环化反应合成苯并[e][1,4]硫氮杂

报道了原位形成的氮杂--醌甲基化物和吡啶鎓1,4-两性离子硫醇盐的碱诱导形式[4+3]环化反应。该协议提供了一种新颖且可靠的方法,用于以合成有用的产量合成具有生物学意义的苯并[ e ][1,4]硫氮杂衍生物。此外,合成后修饰导致其亚砜和砜衍生物的形成。
更新日期:2021-12-17
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