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Photochemical formation and reactions of furans

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Preparative Organic Photochemistry

Abstract

According to Schulte-Frohlinde [1] 1,1′,4,4′-tetrahydro-(2,2′-bi-naphthalene)-1,1′,4,4′-tetrone (1) rearranges to 5-hydroxydinaphtho[1,2-b: 2′,3′-d]furan-7,12-dione (2) on irradiation with light of wavelength 365 mμ. The rearrangement only takes place in hydroxylic solvents, e.g. methanol, ethanol, aqueous tetrahydrofuran, and acetic acid. In benzene, toluene, tetralin, carbon tetrachloride, and anhydrous tetrahydrofuran no photo-reaction could be observed. The transformation 1→2 can also be effected thermally.

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Schönberg, A. (1968). Photochemical formation and reactions of furans. In: Preparative Organic Photochemistry. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-87918-0_42

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  • DOI: https://doi.org/10.1007/978-3-642-87918-0_42

  • Publisher Name: Springer, Berlin, Heidelberg

  • Print ISBN: 978-3-642-87920-3

  • Online ISBN: 978-3-642-87918-0

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