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N-Thiocyanatosaccharin: A “Sweet” Electrophilic Thiocyanation Reagent and the Synthetic Applications
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2018-01-19 00:00:00 , DOI: 10.1021/acs.joc.7b02850
Di Wu 1 , Jiashen Qiu 1 , Pran Gopal Karmaker 1 , Hongquan Yin 1 , Fu-Xue Chen 1
Affiliation  

N-Thiocyanatosaccharin (R1) was readily prepared from the sweet additive Saccharin in two steps with a 71% overall yield. By applying this new reagent to diverse nucleophiles such as benzothiophenes, indoles, oxindoles, aromatic amines, phenols, β-keto carbonyl compounds, and aromatic ketones, a novel electrophilic thiocyanation reaction was achieved with high yields (up to 99%). The potential recycling of Saccharin, the wide scope of substrates, and the mild reaction conditions made this protocol much more practical.

中文翻译:

N-硫氰酸根糖精:一种“甜”的亲电子硫氰酸化试剂及其合成应用

由甜味剂糖精分两步轻松制得N-硫氰酸根糖精(R 1),总产率为71%。通过将该新试剂应用于各种亲核试剂,例如苯并噻吩,吲哚,羟吲哚,芳族胺,酚,β-酮羰基化合物和芳族酮,可以实现高收率(高达99%)的新型亲电子硫氰化反应。糖精的潜在回收利用,广泛的底物范围和温和的反应条件使该方案更加实用。
更新日期:2018-01-19
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