SYNTHESIS OF FLUOROVINYLSALICYLIC ACIDS AND THEIR DERIVATIVES

Palladium-catalyzed cross-coupling of iodosalicylic acid derivatives with polfluorovinyl zinc reagents provided the corresponding fluorovinyl-substituted salicylates. Methyl-5-(beta,beta)-difluorovinyl methyl salicylate was prepared by a Wittig reaction of the 5-formyl compound with the strongly nucleophilic ylide, [(Et(2)N)(3)P-CF2]. In one sequence, a fluorine-free benzofuran was obtained, instead of a difluorovinyl-salicylate.