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Issue 6, 1991
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Regioselectivity in the reactions of methoxydehydrobenzenes with furans. Part 1. Reactions of 3-methoxydehydrobenzene and 3-(methoxycarbonyl)-dehydrobenzene with 2-substituted furans

Abstract

The isomer ratios for the cycloadducts obtained for the reaction of 3-methoxydehydrobenzene, generated from 2-amino-6-methoxybenzoic acid by aprotic diazotization, or from 2-bromo-3-methoxyphenyl toluene-p-sulphonate by treatment with butyllithium, and for the reaction of 3-(methoxycarbonyl)dehydrobenzene, generated from 2-amino-6-(methoxycarbonyl) benzoic acid by aprotic diazotization, with seven 2-substituted furans are recorded. These results are discussed in terms of an asynchronous, concerted, biradicaloid reaction pathway.

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Article type: Paper
DOI: 10.1039/P19910001571
J. Chem. Soc., Perkin Trans. 1, 1991, 1571-1579

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    Regioselectivity in the reactions of methoxydehydrobenzenes with furans. Part 1. Reactions of 3-methoxydehydrobenzene and 3-(methoxycarbonyl)-dehydrobenzene with 2-substituted furans

    R. G. F. Giles, M. V. Sargent and H. Sianipar, J. Chem. Soc., Perkin Trans. 1, 1991, 1571
    DOI: 10.1039/P19910001571

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