无金属条件下烯烃和磺酰肼的电化学磺酰化反应

doi:10.6023/cjoc202604021

摘要/Abstract

本文报道了一种绿色、高效的电化学合成方法,用于制备乙烯基砜类化合物。该方法以易得的磺酰肼与烯烃为原料,在温和、无金属催化剂、无氧化剂及碘类添加剂的条件下实现直接偶联,以优异收率得到相应的乙烯基砜产物。该反应底物适用范围广、官能团兼容性良好且可实现克级规模合成。此外,得到的乙烯基砜衍生物对骨肉瘤细胞表现出了良好的抗增殖活性。该反应为乙烯基砜类化合物的绿色合成及药物研发提供了一种实用且可持续的新途径。

关键词: 乙烯基砜, 无金属催化, 绿色合成, 电化学合成

We report an environmentally friendly and highly efficient electrochemical protocol for the synthesis of vinyl sulfones. This method enables the direct coupling of readily available sulfonyl hydrazides with alkenes under mild, metal-free, exogenous oxidant-free and iodide-additive-free conditions, delivering the corresponding vinyl sulfones in excellent yields. The protocol features broad substrate scope, good functional group tolerance and is amenable to gram-scale synthesis. Moreover, the prepared vinyl sulfone derivatives exhibit excellent anti-proliferative activity against osteosarcoma cell lines. This work provides a practical and sustainable alternative for the green synthesis and medicinal research of valuable vinyl sulfone compounds.

Key words: Vinyl sulfones, Electrochemical synthesis, Metal-free catalysis, Green synthesis

引用此文

薛建, 王坤, 张浩, 薛佳乐, 邓亚琦. 无金属条件下烯烃和磺酰肼的电化学磺酰化反应[J]. 有机化学, doi: 10.6023/cjoc202604021.

Xue Jian, Wang Kun, Zhang Hao, Xue Jiale, Deng Yaqi. Electrochemical Sulfonylation of Alkenes and Sulfonyl Hydrazides under Metal-Free Conditions[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202604021.

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