Fluoride-catalyzed nucleophilic perfluoroalkylations of acetylenic ketones or aldehydes

S Manandhar, RP Singh…

Index: Manandhar, Sudha; Singh, Rajendra P.; Shreeve, Jean'ne M. Collection of Czechoslovak Chemical Communications, 2002 , vol. 67, # 9 p. 1296 - 1304

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Abstract

Abstract Reactions of 4-phenylbut-3-yn-2-one (1a) and phenylpropynal (1b) with trimethyl (perfluoroalkyl) silanes (Me 3 SiR f)(R f= CF 3, C 2 F 5, nC 6 F 13, nC 7 F 15, nC 8 F 17) in the presence of catalytic amounts of cesium fluoride (CsF) have been studied. Compounds 1a, 1b were reacted with 0.5 equivalent excess of Me 3 SiR f in ethylene glycol dimethyl ether (monoglyme) at 25 C for R f= CF 3, C 2 F 5 and at 50 C for R f= nC 6 F 13, nC 7 F 15, ...