The effect of substitution at the ‘central methane’ on the photoreactivity of 3-benzylfuran-2(5H)ones 5a–g was investigated. Despite its di-π-methane structure, photochemical arylation was effected to give substituted indenofuranones 6 in good yields. Only the substitution by phenyl caused the di-π-methane rearrangement to give a cyclopropanofuranone 18g in moderate yield.
O. Muraoka, G. Tanabe, K. Sano, T. Minematsu and T. Momose, J. Chem. Soc., Perkin Trans. 1, 1994, 1833 DOI: 10.1039/P19940001833
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