Untersuchungen an 1,4-Naphthochinonen, 11. Mitt. Farbstoffsensibilisierte Photooxidation von 1-Naphtholen mit Alkyl- und Alkoholfunktionen in 2-Position

1,4-Naphthoquinones, XI: Dye-Sensitized Photooxygenation of 1-Naphthols with an Alkyl or Carbinol Function at C-2 The results of dye-sensitized photooxygenations of 2-alkylnaphthalene-1-ols depend on the length of the aliphatic chain and the extent of its branching. Photooxygenation of 1a yields 2 and, unexpectedly, 3 . While the primary alcohol 5a is oxidized to the parent naphthoquinone 8 , the secondary alcohol yields the ketone 7 rather than 6 . Two additional methods are presented for the independent synthesis of 7 .