A New Route to Benzo[b]xanthene- 6,11,12-trione Derivatives Based on the Photoinduced o-Hydroxy- benzoylation of 1,4-Naphthoquinone

Kobayashi, Kazuhiro; Matsunaga, Akihiro; Mano, Masaaki; Morikawa, Osamu; Konishi, Hisatoshi

doi:10.3987/com-02-9557

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Photo-friedel-crafts Acylation1

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2010

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Cited by 6 publications

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“…[50] Also, Kobayashi et al developed a simple access to benzo[b]xanthene-6,11,12-trione using a photoinduced naphthoquinone acylation (Scheme 30). [51] Subsequent oxidative cyclization with an excess of silver oxide gave xanthenequinone with moderate overall yields.…”

Section: Photo-friedel-crafts Acylationmentioning

confidence: 99%

Photoinduced acyl transfer

Débieux

Bochet

2010

J of Physical Organic Chem

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The acylation reaction occupies a central role in biochemistry and organic synthesis. On the one hand, it is by this very reaction that amino acids successively assemble to form peptides and proteins, and on the other hand it is a major synthetic method encompassing esterification, amidation, Friedel-Crafts reaction and many other processes routinely used both at the laboratory and the industrial scale. Photochemical activation is always an attractive alternative, because it is relatively mild (provided innocuous wavelengths are used), and no additional substance is added; thus no separation of the activator is necessary at the end of the process. In this paper, we briefly survey the most widely used methods of photoinduced acylations, and our own contribution to the field.

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Section: Photo-friedel-crafts Acylationmentioning

confidence: 99%