ol6b00065_si_004.cif (33.15 kB)
BF3·OEt2‑AgSCF3 Mediated Trifluoromethylthiolation/Cascade Cyclization of Propynols: Synthesis of 4‑((Trifluoromethyl)thio)‑2H‑chromene and 4‑((Trifluoromethyl)thio)-1,2-dihydroquinoline Derivatives
dataset
posted on 2016-03-14, 18:04 authored by Yi-Feng Qiu, Xian-Rong Song, Ming Li, Xin-Yu Zhu, An-Qi Wang, Fang Yang, Ya-Ping Han, Heng-Rui Zhang, Dong-Po Jin, Ying-Xiu Li, Yong-Min LiangA BF3·OEt2–AgSCF3 mediated
direct trifluoromethylthiolation/cascade cyclization of
propynols involving the SCF3 anion nucleophilic pathway
is developed. This protocol also provides an opportunity to construct
valuable trifluoromethylthio-substituted 2H-chromene
and 1,2-dihydroquinoline systems with high efficiency under mild conditions.
Additionally, the developed BF3·OEt2–AgSCF3 reaction system could be scaled up to gram quantities in
a satisfactory yield without inert gas protection.