4.4 Article

Oxidation of benzyl alcohols with difluoro(aryl)-λ3-bromane: formation of benzyl fluoromethyl ethers via oxidative rearrangement

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 33, Pages 4792-4795

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.06.042

Keywords

Oxidation; Rearrangement; Alcohol; Hypervalent; Bromine; Ether

Funding

  1. Ministry of Education, Culture, Sports, Science, and Technology of Japan

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Oxidative rearrangement of benzyl alcohols with difluoro(p-trifluoromethylphenyl)-lambda(3)-bromane (5 x 10(-2) M) in chloroform at room temperature afforded aryl fluoromethyl ethers selectively in good yields, probably via 1,2-shift of aryl groups from benzylic carbon to oxygen atoms. (C) 2009 Elsevier Ltd. All rights reserved.

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