4.4 Article

Facile preparation and reactivity of polystyrene-supported (dichloroiodo)benzene: a convenient recyclable reagent for chlorination and oxidation

Journal

TETRAHEDRON LETTERS
Volume 52, Issue 16, Pages 1952-1955

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.02.065

Keywords

Hypervalent iodine; (Dichloroiodo)benzene; Chlorination; Oxidation

Funding

  1. National Science Foundation [CHE-1009038]
  2. Direct For Mathematical & Physical Scien
  3. Division Of Chemistry [1009038] Funding Source: National Science Foundation

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A facile one-pot preparation of polystyrene-supported (dichloroiodo)benzene (loading of -ICl2 up to 1.35 mmol/g) from polystyrene, iodine, and bleach has been developed. This recyclable reagent is useful for efficient chlorination of organic substrates and selective oxidation of various alcohols to the corresponding carbonyl compounds in high yields under mild conditions. The final products are conveniently separated from the polymeric byproduct by simple filtration and isolated in good purity after evaporation of solvent. (C) 2011 Elsevier Ltd. All rights reserved.

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