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Chemoselective α-Sulfidation of Amides Using Sulfoxide Reagents
Organic Letters ( IF 5.2 ) Pub Date : 2020-10-13 , DOI: 10.1021/acs.orglett.0c03160
Mario Leypold 1 , Kyan A. D’Angelo 1 , Mohammad Movassaghi 1
Affiliation  

The direct α-sulfidation of tertiary amides using sulfoxide reagents under electrophilic amide activation conditions is described. Employing convenient and readily available reagents, selective functionalization takes place to generate isolable sulfonium ions en route to α-sulfide amides. Mechanistic studies identified activated sulfoxides as promoters of the desired transformation and enabled the extension of the methodology from benzylic to aliphatic amide substrates.

中文翻译:

使用亚砜试剂对酰胺进行化学选择性α-硫化

描述了在亲电子酰胺活化条件下使用亚砜试剂直接对叔酰胺进行α-硫化。利用方便且容易获得的试剂,进行选择性官能化以生成可分离的sulf离子,并途中生成α-硫酰胺。机理研究确定了活化的亚砜是所需转化的促进剂,并使方法学从苄基底物扩展到脂肪族酰胺底物。
更新日期:2020-11-21
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