TY - JOUR
T1 - N-Thiocyanatosaccharin
T2 - A "sweet" Electrophilic Thiocyanation Reagent and the Synthetic Applications
AU - Wu, Di
AU - Qiu, Jiashen
AU - Karmaker, Pran Gopal
AU - Yin, Hongquan
AU - Chen, Fu Xue
N1 - Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/2/2
Y1 - 2018/2/2
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85041607813&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.7b02850
DO - 10.1021/acs.joc.7b02850
M3 - Article
C2 - 29302964
AN - SCOPUS:85041607813
SN - 0022-3263
VL - 83
SP - 1576
EP - 1583
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 3
ER -