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Synthesis of fully substituted pyrazoles from pyridinium 1,4-zwitterionic thiolates and hydrazonoyl chlorides via a [[3 + 3] - 1] pathway.
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2020-04-15 , DOI: 10.1039/d0ob00224k
Bin Cheng 1 , Bian Bao 2 , Wei Xu 3 , Yuntong Li 2 , Hui Li 2 , Xinping Zhang 2 , Yun Li 2 , Taimin Wang 4 , Hongbin Zhai 5
Affiliation  

A novel and practical protocol for the synthesis of fully substituted pyrazoles from pyridinium 1,4-zwitterionic thiolates and hydrazonoyl chlorides in excellent yields under mild conditions is described. The transformation proceeds via an unusual [[3 + 3] - 1] pathway, which involves a formal [3 + 3] cascade cyclization followed by a spontaneous ring-contraction/sulfur extrusion reaction from 4H-1,3,4-thiadiazine intermediates.

中文翻译:

通过[[3 + 3]-1]途径从吡啶鎓1,4-两性离子硫醇盐和酰氯酰氯合成全取代的吡唑。

描述了一种新颖实用的方案,可在温和的条件下以极佳的收率由吡啶鎓1,4-两性离子硫醇盐和酰氯合成全取代的吡唑。转化是通过不寻常的[[3 + 3]-1]途径进行的,该途径涉及正式的[3 + 3]级联环化,然后由4H-1,3,4-噻二嗪中间体进行自发的环收缩/硫磺挤出反应。
更新日期:2020-04-24
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