Electrolytic partial fluorination of organic compounds. Part 60: Highly regioselective anodic fluorination of aryl propargyl sulfides
Aryl propargyl sulfides were subjected to electrochemical fluorination in dimethoxyethane (DME) containing various fluoride supporting electrolytes using an undivided cell to provide the corresponding α-monofluorinated or α,α-difluorinated sulfides selectively as main products in good yields depending on the amount of electricity passed. The α,α-difluorinated sulfides were stable enough to be isolated while the α-monofluorinated ones were very unstable. The α-monofluorinated sulfides were readily converted into the corresponding stable α-monofluoroallenyl sulfides in good yields. Furthermore, synthetic utility of α-monofluoroallenyl sulfides was also investigated.
Riyadh, Sayed M,Ishii, Hideki,Fuchigami, Toshio
p. 5877 - 5883
(2007/10/03)
Electrolytic partial fluorination of organic compounds. Part 43: Highly regioselective anodic mono- and difluorination of propargyl sulfides and preparation of α-fluoroallenyl sulfides
The anodic fluorination of aryl propargyl sulfides in DME containing a fluoride supporting electrolyte using an undivided cell provided the corresponding α-mono- and α,α-difluorinated sulfides selectively, depending on the amount of electricity passed. The α-monofluorinated sulfides were readily converted into the corresponding α-fluoroallenyl sulfides in good to moderate yields.
Riyadh, Sayed M.,Ishii, Hideki,Fuchigami, Toshio
p. 3009 - 3011
(2007/10/03)
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