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Issue 0, 1971
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Some thermal and photo-reactions of benzo- and naphtho-furandiones (coumarandiones)

W. M. Horspool  and  G. D. Khandelwal 

Abstract

New thermal reactions of benzo- and naphtho-furandiones with some nucleophiles are reported. This has led to the synthesis of 3-diazobenzofuranone and 1-diazonaphthofuranone. The photo-decarbonylation of 2,3-dihydrobenzofuran-2,3-dione (1a), the corresponding 6-methyl compound (1b), and 1,2-dihydronaphtho[2,1-b]furan-1,2-dione (5) has been studied. Our results suggest that the intermediate in the reaction is a keto-keten. This could be trapped by water, phenols, and more importantly by carboxylic acids to afford anhydrides.

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Article type: Paper
DOI: 10.1039/J39710003328
Citation: J. Chem. Soc. C, 1971,0, 3328-3331
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    Some thermal and photo-reactions of benzo- and naphtho-furandiones (coumarandiones)

    W. M. Horspool and G. D. Khandelwal, J. Chem. Soc. C, 1971, 0, 3328
    DOI: 10.1039/J39710003328

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