4.4 Article

Solvent-free synthesis of 1-(p-toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one from Dess-Martin periodinane and its synthetic utility for α-tosyloxylation of ketones

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 21, Pages 3441-3443

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.03.119

Keywords

hypervalent iodine; Dess-Martin periodinane; alpha-tosyloxylation; PTSA; solvent-free reactions

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The solvent-free synthesis of 1-(p-toluenesulfonyloxy)-1,2-benziodoxol-3(1H)-one is reported from Dess-Martin periodinane and p-toluenesulfonic acid monohydrate using a grinding technique and is subsequently utilized for the alpha-tosyloxylation of a range of enolisable ketones. (C) 2008 Elsevier Ltd. All rights reserved.

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