4.4 Article

Oxidation of disulfides with Selectfluor™: concise syntheses of thiosulfonates and sulfonyl fluorides

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 24, Pages 3086-3089

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.03.132

Keywords

Oxidation; Selectfluor (TM); Disulfide; Thiosulfonate; Sulfonyl fluoride

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The reaction of aromatic or benzylic disulfides with 2.5 equiv of Selectfluor (TM) in acetonitrile/water (10:1) at room temperature efficiently produced the corresponding thiosulfonates. On the other hand, the reaction of disulfides with 6.5 equiv of Selectfluor (TM) in refluxing acetonitrile/water (10:1) provided sulfonyl fluoride in high yields. (C) 2011 Elsevier Ltd. All rights reserved.

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