Iridium-catalyzed allylic fluorination of trichloroacetimidates.

Joseph J Topczewski, Timothy J Tewson, Hien M Nguyen

Department of Chemistry, University of Iowa, Iowa City, Iowa 52242, USA.

Journal of the American Chemical Society 2011 Dec 7

filter terms:

A rapid allylic fluorination method utilizing trichloroacetimidates in conjunction with an iridium catalyst has been developed. The reaction is conducted at room temperature under ambient air and relies on Et(3)N·3HF reagent to provide branched allylic fluorides with complete regioselectivity. This high-yielding reaction can be conducted on a multigram scale and shows considerable functional group tolerance. The use of [(18)F]KF·Kryptofix allowed (18)F(-) incorporation in 10 min. © 2011 American Chemical Society

Citation

Joseph J Topczewski, Timothy J Tewson, Hien M Nguyen. Iridium-catalyzed allylic fluorination of trichloroacetimidates. Journal of the American Chemical Society. 2011 Dec 7;133(48):19318-21