Elemental fluorine. Part 10. 1 Selective fluorination of pyridine, quinoline and quinoxaline derivatives with fluorine–iodine mixtures

RD Chambers, CJ Skinner, MJ Atherton…

Index: Chambers, Richard D.; Parsons, Mandy; Sandford, Graham; Skinner, Christopher J.; Atherton, Malcolm J.; Moilliet, John S. Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 7 p. 803 - 810

Full Text: HTML

Citation Number: 40

Abstract

Selective fluorination of a range of pyridine and quinoline substrates to give corresponding 2- fluoro-derivatives can be readily achieved in high yield at room temperature using elemental fluorine–iodine mixtures. Reaction of fluorine with iodine forms, in situ, systems that function like sources of both iodonium and fluoride ions and fluorination of heterocyclic derivatives is suggested to proceed by fluoride ion attack on intermediate N-iodo-heterocyclic species. ...