The "photo-Friedel-crafts acylation" of 1,4-naphthoquinones

Oelgemoller M, Schiel C, Fröhlich R, Mattay J (2002)
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (15): 2465-2474.

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Abstract
The photochemical reaction between 1,4-naphthoquinone (3) and several aliphatic and aromatic aldehydes 5a-f resulted in the formation of acylated naphthohydroquinones 6a-f in moderate to good yields of 42-79%. When benzaldehyde was used, the dibenzoylated product 7 was also isolated, in 14% yield. The regioselectivity was studied with the unsymmetrical substituted naphthoquinone 4 and butyraldehyde 5b and benzaldehyde 5f. With 5f, the corresponding diaroylated compound 12 was again isolated as a minor product. Oxidation of selected photoproducts afforded the corresponding acylated naphthoquinones 8a, 8b, 8f, and 13 in moderate to excellent yields of 53-94%.
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Oelgemoller M, Schiel C, Fröhlich R, Mattay J. The "photo-Friedel-crafts acylation" of 1,4-naphthoquinones. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2002;(15):2465-2474.
Oelgemoller, M., Schiel, C., Fröhlich, R., & Mattay, J. (2002). The "photo-Friedel-crafts acylation" of 1,4-naphthoquinones. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY(15), 2465-2474.
Oelgemoller, M., Schiel, C., Fröhlich, R., and Mattay, J. (2002). The "photo-Friedel-crafts acylation" of 1,4-naphthoquinones. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2465-2474.
Oelgemoller, M., et al., 2002. The "photo-Friedel-crafts acylation" of 1,4-naphthoquinones. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, (15), p 2465-2474.
M. Oelgemoller, et al., “The "photo-Friedel-crafts acylation" of 1,4-naphthoquinones”, EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2002, pp. 2465-2474.
Oelgemoller, M., Schiel, C., Fröhlich, R., Mattay, J.: The "photo-Friedel-crafts acylation" of 1,4-naphthoquinones. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. 2465-2474 (2002).
Oelgemoller, M, Schiel, C, Fröhlich, R, and Mattay, Jochen. “The "photo-Friedel-crafts acylation" of 1,4-naphthoquinones”. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY 15 (2002): 2465-2474.
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