Suchard, Oliver, Kane, Ronan, Roe, Bernard J., Zimmermann, Elmar, Jung, Christian, Waske, Prashant A., Mattay, Jochen, and Oelgemöller, Michael (2006) Photooxygenations of 1-naphthols: an environmentally friendly access to 1,4-naphthoquinones. Tetrahedron, 62 (7). pp. 1467-1473.

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Abstract

Dye sensitized photooxygenations of 1-naphthols were investigated with soluble and solid-supported sensitizers and moderate to excellent yields of the corresponding 1,4-naphthoquinones were achieved in relatively short irradiation times. The mild and environmentally friendly reaction conditions made this application particularly attractive for ‘Green Photochemistry’. Consequently, the photooxygenation of 1,5-dihydroxynaphthalene was studied with non-concentrated and moderately concentrated sunlight and 5-hydroxy-1,4-naphthoquinone (Juglone) was obtained in yields up to 71%.

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