Two reaction modes of 1-sulfonyl-1,2,3-triazoles and pyridinium 1,4-zwitterionic thiolates: catalyst-free synthesis of pyrido[1,2-a]pyrazine derivatives and 1,4-thiazine derivatives,Organic Chemistry Frontiers

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Two reaction modes of 1-sulfonyl-1,2,3-triazoles and pyridinium 1,4-zwitterionic thiolates: catalyst-free synthesis of pyrido[1,2-a]pyrazine derivatives and 1,4-thiazine derivatives
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2021-10-27 , DOI: 10.1039/d1qo01237a
Shengguo Duan ₁ , Cong Chen ₁ , Yidian Chen ₁ , Yuchen Jie ₁ , Huan Luo ₁ , Ze-Feng Xu ₁ , Bin Cheng ₂ , Chuan-Ying Li ₁

Affiliation

Two reaction modes of 1-sulfonyl-1,2,3-triazoles and pyridinium 1,4-zwitterionic thiolates were described. Pyrido[1,2-a]pyrazine derivatives were obtained in moderate yields when 4-OEt substituted triazoles were employed in reactions, and 1,4-thiazine derivatives were synthesized when 4-NPhth substituted triazoles were employed. The mechanism may involve a sulfur migration via an addition/elimination process which has never been reported in the previous pyridinium 1,4-zwitterionic thiolate related works.

中文翻译：

1-磺酰基-1,2,3-三唑和吡啶鎓1,4-两性离子硫醇盐的两种反应模式：无催化剂合成吡啶并[1,2-a]吡嗪衍生物和1,4-噻嗪衍生物

描述了1-磺酰基-1,2,3-三唑和吡啶鎓1,4-两性离子硫醇盐的两种反应模式。当在反应中使用4-OEt取代的三唑时，以中等产率获得吡啶并[1,2- a ]吡嗪衍生物，当使用4-NPhth取代的三唑时合成1,4-噻嗪衍生物。该机制可能涉及通过添加/消除过程的硫迁移，这在之前的吡啶鎓 1,4-两性离子硫醇盐相关工作中从未报道过。

更新日期：2021-11-04

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