School of Chemistry and Chemical Engineering, Beijing Institute of Technology , No. 5 Zhongguancun Street, Haidian District, Beijing 100081, China.
J Org Chem. 2018 Feb 2;83(3):1576-1583. doi: 10.1021/acs.joc.7b02850. Epub 2018 Jan 19.
N-Thiocyanatosaccharin (R) 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.
N-硫氰酸蔗糖酯（R）可由甜味添加剂糖精经两步反应制备，总收率为 71%。通过将这种新试剂应用于各种亲核试剂，如苯并噻吩、吲哚、氧化吲哚、芳胺、苯酚、β-酮羰基化合物和芳酮，实现了一种新型的亲电硫氰化反应，产率很高（高达 99%）。糖精的潜在回收、广泛的底物范围和温和的反应条件使该方案更具实际意义。
