Synthesis of fluorovinylsalicylic acids and their derivatives

Article abstract of DOI:10.1016/0022-1139(95)03255-C

Palladium-catalyzed cross-coupling of iodosalicylic acid derivatives with polyfluorovinyl zinc reagents provided the corresponding fluorovinyl-substituted salicylates.Methyl-5-(β,β)-difluorovinyl methyl salicylate was prepared by a Wittig reaction of the 5-formyl compound with the strongly nucleophilic ylide, <(Et2N)3P-CF2>.In one sequence, a fluorine-free benzofuran was obtained, instead of a difluorovinylsalicylate. - Keywords: Fluorovinylsalicylic acids; Wittig reaction; Benzofuran