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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
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
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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
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。
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