N -Thiocyanatosaccharin: A “Sweet” Electrophilic Thiocyanation Reagent and the Synthetic Applications
2018; American Chemical Society; Volume: 83; Issue: 3 Linguagem: Inglês
10.1021/acs.joc.7b02850
ISSN1520-6904
AutoresDi Wu, Jiashen Qiu, Pran Gopal Karmaker, Hongquan Yin, Fu‐Xue Chen,
Tópico(s)Synthesis and Catalytic Reactions
ResumoN-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.
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