The Photochemical Reaction of 1,2-Naphthoquinones with Aldehydes. II. The Photo-addition Reactions of Aliphatic Aldehydes to 1,2-Naphthoquinones

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Abstract
3-Acyl-1,2-naphthalenediols and 1,2-naphthalenediol monoacyl esters were obtained from the photochemical reactions of 1,2-naphthoquinones with aliphatic aldehydes. 3-Halogeno-1,2-naphthoquinones gave the corresponding 1,2-naphthalenediol monoacyl esters, 3-acyl-1,2-naphthalenediols, which are the same products as those from the photochemical reactions of 1,2-naphthoquinone with those aldehydes and 3-halogeno-4-acyl-1,2-naphtoquinone when they were irradiated in aldehydes. 3-Methyl-1,2-naphthoquinone, however, gave the corresponding 1,2-naphthalenediol monoacetate and 3-methyl-4-acetyl- 1,2-naphthoquinone when it was irradiated in acetaldehyde. These photochemical reactions were applicable for syntheses of 3-acyl-1,2-naphthalenediols and 1,2-naphthalenediol monoacyl esters.

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