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Issue 5, 1997
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Formation and synthetic use of oxygen-centred radicals with (diacetoxyiodo)arenes

Abstract

o-Alkyl- or o-aryl-benzenecarboxylic acids and alcohols containing an aromatic ring are treated with a (diacetoxyiodo)arene–iodine system to give the corresponding cyclized products such as phthalide, benzocoumarin and chromane derivatives in moderate to good yields via the corresponding oxygen-centred radicals. For the carboxylic acids, [bis(trifluoroacetoxy)iodo]benzene functions effectively, while (diacetoxyiodo)benzene is effective for the alcohols. Chromane and its derivatives are obtained as iodinated compounds by hypoiodite species derived from (diacetoxyiodo)benzene and iodine.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1997, 787-794
Article type
Paper

Formation and synthetic use of oxygen-centred radicals with (diacetoxyiodo)arenes

H. Togo, T. Muraki, Y. Hoshina, K. Yamaguchi<img border="0" src="https://www.rsc.org/images/entities/char_200a.gif" alt=" " xmlns="http://www.rsc.org/schema/rscart38" /> and M. Yokoyama<img border="0" src="https://www.rsc.org/images/entities/char_200a.gif" alt=" " xmlns="http://www.rsc.org/schema/rscart38" />, J. Chem. Soc., Perkin Trans. 1, 1997, 787
DOI: 10.1039/A603446B

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