Journal of Organic Chemistry p. 22 - 29 (1982)
Update date:2022-07-31
Topics:
Dimmel, Donald R.
Shepard, Donaline
Antrahydroquinone (AHQ) and anthrone are alkylated in the C10 position by quinonemethides, generated in situ from p-acetoxybenzyl chlorides, to give adducts 13-15, 24, 25, 28, 29, and 32.Aqueous alkylations of AHQ with methyl vinyl ketone, cinnamaldehyde, and benzyl chloride also produces C10-substituted 10-hydroxyanthrones.Simple ketones and aldehydes do not, however, alkylate AHQ in aqueous alkali.
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