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.
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Muraoka et al. (1994) studied this question.
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