Journal
TETRAHEDRON LETTERS
Volume 47, Issue 40, Pages 7245-7247Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2006.07.109
Keywords
halogenation; bromination; benzyl bromination; radicals; water; haloperoxidase; hydrogen peroxide; green chemistry
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An aqueous solution of hydrogen peroxide and hydrogen bromide illuminated by a 40 W incandescent light bulb serves as a source of bromine radicals. Various substituted toluenes (H, Me, tBu, Br, COOEt, COPh, NO2) were brominated at the benzyl position. This haloperoxidase-like system for benzylic bromination does not require the presence of metal ions or an organic solvent for efficient conversion of methyl-arenes to benzyl bromides. (c) 2006 Elsevier Ltd. All rights reserved.
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