The “Photo??Friedel− Crafts Acylation” of 1, 4??Naphthoquinones

M Oelgemoeller, C Schiel, R Fröhlich…

Index: Oelgemoeller, Michael; Schiel, Christian; Froehlich, Roland; Mattay, Jochen European Journal of Organic Chemistry, 2002 , # 15 p. 2465 - 2474

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Citation Number: 23

Abstract

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 ...