Photoacylation of Electron-Rich Quinones: An Application of the ”Photo-Friedel-Crafts Reaction”

Abstract

Irradiation of substituted 1,4-benzo- or 1,4-naphthoquinones in the presence of several aldehydes resulted in the formation of acylated hydroquinones in good yields. In the case of 5-acetyloxy naphthoquinone 8, both regioisomers were formed, but the 2,8-isomer was favored in all cases examined. Even acylated tetrahydroxy naphthalenes became available in good yields by this method.

Key words

acylation - quinones - photochemistry

References

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The results from the solarchemical experiments will be published independently.