
Bulletin of the Chemical Society of Japan p. 2010 - 2017 (1990)
Update date:2022-08-05
Topics: Efficient Syntheses Organic synthesis Experimental Potassium fluoride
Suzuki, Hiroshi
Yazawa, Naoto
Yoshida, Yasuo
Furusawa, Osamu
Kimura, Yoshikazu
Tetraphenylphosphonium bromide was found to be a suitable catalyst for the reaction of m-nitroaryl derivatives carrying cyano, nitro, chlorocarbonyl, trifluoromethyl, and chlorosulfonyl groups with potassium fluoride in the presence of a stoichiometric amount of phthaloyl dichloride, giving the corresponding m-fluoro aromatic derivatives in good yields.The catalyst was also found to be efficient for the fluorodesulfonylation of m-(fluorosulfonyl)aryl derivatives to afford m-fluoro arenes by the use of a reaction-distillation technique.
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