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A Concise Route to 2‐Sulfonylacetonitriles from Sodium Metabisulfite
Advanced Synthesis & Catalysis ( IF 5.4 ) Pub Date : 2020-11-25 , DOI: 10.1002/adsc.202001243
Yanfang Yao 1 , Ziqing Yin 2 , Weiyun Chen 2 , Wenlin Xie 1 , Fu‐Sheng He 2 , Jie Wu 2, 3
Affiliation  

A three‐component reaction of aryldiazonium tetrafluoroborates, sodium metabisulfite, and 3‐azido‐2‐methylbut‐3‐en‐2‐ol under mild conditions is described. By using abundant and cheap sodium metabisulfite as the sulfur dioxide surrogate, this protocol features good functional group compatibility, affording 2‐arylsulfonylacetonitriles in moderate to good yields. The reaction proceeds smoothly at room temperature without the need of any catalysts or additives. Moreover, the synthetic utility of this method is demonstrated by the transformation of 2‐arylsulfonylacetonitrile into 2‐arylsulfonyl acetamide and 2‐arylsulfonylethylamine.

中文翻译:

从焦亚硫酸钠制得2-磺酰基乙腈的简便方法

描述了在温和条件下四氟硼酸芳基重氮,偏亚硫酸氢钠和3-叠氮基-2-甲基丁-3-烯-2-醇的三组分反应。通过使用大量廉价的焦亚硫酸钠作为二氧化硫替代品,该方案具有良好的官能团相容性,可提供中等至良好收率的2-芳基磺酰基乙腈。反应在室温下平稳进行,不需要任何催化剂或添加剂。此外,该方法的合成效用通过将2-芳基磺酰基乙腈转化为2-芳基磺酰基乙酰胺和2-芳基磺酰基乙胺得到了证明。
更新日期:2021-01-19
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