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Synthesis 2009(24): 4183-4189
DOI: 10.1055/s-0029-1217037
DOI: 10.1055/s-0029-1217037
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Iron-Catalyzed Sulfenylation of Indoles with Disulfides Promoted by a Catalytic Amount of Iodine
Further Information
Received
24 June 2009
Publication Date:
12 October 2009 (online)
Publication History
Publication Date:
12 October 2009 (online)
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Abstract
Selective sulfenylation of indoles with disulfides using iron(III) fluoride combined with iodine has been developed for the synthesis of sulfenylindoles. In the presence of iron(III) fluoride and iodine, a variety of disulfides underwent the reaction with indoles selectively to afford the corresponding sulfenylindoles in good to excellent yields. Moreover, reactions of indoles with 1,2-diphenyldiselane were also conducted under the same conditions, which smoothly afforded 3-selenylindoles in good yields.
Key words
iron(III) fluoride - sulfenylation - indoles - disulfides - sulfenylindoles - iodine
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