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Toshio Fuchigami

Publications and source records attributed to Toshio Fuchigami.

21 records · Page 2Linked to original sources

Electrolytic Partial Fluorination of Organic Compounds. 30.(1) Drastic Improvement of Anodic Monofluorination of 2-Substituted 1,3-Oxathiolan-5-ones Using the Novel Fluorine Source Et(4)NF.4HF.

The highly regioselective anodic monofluorination of 2-substituted 1,3-oxathiolan-5-ones was successfully carried out using a novel supporting electrolyte, Et(4)NF.4HF, while use of a conventional supporting electrolyte, Et(3)N.3HF, resulted in no formation or extremely low yields of the fluorinated products.

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Electrolytic Partial Fluorination of Organic Compounds. 31.(1) Regioselective Anodic Fluorination of 2-Quinolyl and 4-(7-Trifluoromethyl)quinolyl Sulfides and the Factors Affecting Its Optimization.

Electrochemical fluorination of 2-quinolyl and 4-(7-trifluoromethyl)quinolyl sulfides bearing an electron-withdrawing group at the position alpha to the sulfur atom was studied. Fluorination was successfully carried out using Et(4)NF.nHF (n = 3, 4) and Et(3)N.3HF as a supporting electrolyte and a fluoride ion source in dimethoxyethane in a divided cell to provide the corresponding alpha-fluorinated sulfides in good yields. A trifluoromethyl group positioned on the quinoline ring significantly enhanced anodic alpha-fluorination. 4-(Methylthio)-7-(trifluoromethyl)quinoline was also found to undergo anodic fluorination efficiently. Solvent effects of various donor numbers were also established.

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