C−H Methylthiolation/d3-Methylthiolation of Pyrazole Skeleton via Interrupted Pummerer Reaction,Asian Journal of Organic Chemistry

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C−H Methylthiolation/d3-Methylthiolation of Pyrazole Skeleton via Interrupted Pummerer Reaction
Asian Journal of Organic Chemistry ( IF 2.8 ) Pub Date : 2024-12-17 , DOI: 10.1002/ajoc.202400639
Haofeng Shi ₁ , Fengxia Sun ₂ , Jialiang Wu ₁ , Jiaxin He ₁ , Yuli Sun ₁ , Yunfei Du ₃

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The reaction of a series of pyrazole derivatives with DMSO/ -DMSO-d₆ and thionyl chloride conveniently afforded the 4-thiolated pyrazole products under metal-free conditions. This C−H functionalization/elelctrophilic thiolation process is postulated to involve the in situ generation of the electrophilic hypochlorothioite via interrupted Pummerer reaction, followed with the electrophilic methylthiolation of pyrazole skeleton.

中文翻译：

通过间断 Pummerer 反应对吡唑骨架进行 C-H 甲基硫醇化/d3-甲基硫醇化

一系列吡唑衍生物与 DMSO/ -DMSO-d₆ 和氯化亚砜反应，在无金属条件下方便地得到了 4-硫醇化吡唑产品。这种 C-H 官能化/亲电硫醇化过程被假设涉及通过间断的 Pummerer 反应原位生成亲电次氯硫代酸盐，然后是吡唑骨架的亲电甲基硫醇化。

更新日期：2024-12-17

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