Simplified synthesis of aryliodonium ylides by a one-pot procedure

A simplified synthesis of iodonium ylides was developed by the one-pot synthesis of phenyliodonium-(5-[2,2-dimethyl-1,3-dioxane-4,6-dione]) ylide as a model system. Such ylides are excellent precursors for nucleophilic no-carrier-added 18F-fluorination of even non-activated arenes. The suitability of the one-pot method is exemplified for several electron rich iodonium ylides. Further, the syntheses of 2-, 3- and 4-bromophenyliodonium-(5-[2,2-dimethyl-1,3-dioxane-4,6-dione]) ylide, and 4-iodophenyliodonium-(5-[2,2-dimethyl-1,3-dioxane-4,6-dione]) ylide, two novel precursors for 4-[18F]fluoro-1-halobenzene, are reported.