TY - JOUR
T1 - Facile synthesis of α-fluoroalkyl sulfides under the oxidative desulfurization-fluorination conditions
AU - Furuta, S.
AU - Kuroboshi, M.
AU - Hiyama, T.
PY - 1998/11
Y1 - 1998/11
N2 - Upon treatment with n-Bu4NH2F3 and 1,3-dibromo-5,5- dimethylhydantoin, various organic sulfides underwent a Pummerer-type rearrangement, followed by fluorination, to give α-fluoro sulfides. The fluoro-Pummerer rearrangement, when applied to RCH(SMe)CF2SMe, gave trifluoro sulfides RCF(SMe)CF2SMe. When an HF-pyridine reagent was used as the fluorinating agent, an oxidative desulfurization-fluorination reaction occurred depending on the structure of the substrates.
AB - Upon treatment with n-Bu4NH2F3 and 1,3-dibromo-5,5- dimethylhydantoin, various organic sulfides underwent a Pummerer-type rearrangement, followed by fluorination, to give α-fluoro sulfides. The fluoro-Pummerer rearrangement, when applied to RCH(SMe)CF2SMe, gave trifluoro sulfides RCF(SMe)CF2SMe. When an HF-pyridine reagent was used as the fluorinating agent, an oxidative desulfurization-fluorination reaction occurred depending on the structure of the substrates.
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U2 - 10.1246/bcsj.71.2687
DO - 10.1246/bcsj.71.2687
M3 - Article
AN - SCOPUS:0031765071
SN - 0009-2673
VL - 71
SP - 2687
EP - 2694
JO - Bulletin of the Chemical Society of Japan
JF - Bulletin of the Chemical Society of Japan
IS - 11
ER -