Iridium-catalyzed allylic fluorination of trichloroacetimidates

Joseph J. Topczewski, Timothy J. Tewson, Hien M. Nguyen

Research output: Contribution to journalArticlepeer-review

97 Scopus citations

Abstract

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 3N•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 [ 18F]KF•Kryptofix allowed 18F - incorporation in 10 min.

Original languageEnglish (US)
Pages (from-to)19318-19321
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number48
DOIs
StatePublished - Dec 7 2011

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