Palladium(II)-mediated 11C-carbonylative coupling of diaryliodonium salts with organostannanes -: a new, mild and rapid synthesis of aryl [11C]ketones

Palladium(II)-mediated [C-11]carbonylative coupling of diaryliodonium salts with aryltributylstannanes for 1 min in DME-water (4:1 v/v) at RT gives a new mild and rapid route to aryl [C-11]ketones. Substituted aryltributylstannanes couple with diphenyliodonium bromide to give substituted [C-11]benzophenones in generally very high radiochemical yield (> 98%, decay-corrected), while diphenyliodonium tosylates, bearing one or two substituents in one ring, couple with phenyltributylstannane to give a mixture of substituted (30-43%) and unsubstituted [C-11]benzophenone (47-66%). These reactions are highly attractive for introducing cyclotron-produced carbon-11 (t(1/2)=20.4 min) into prospective radiotracers for application in medical imaging with positron emission tomography.