Author:
Banks HJ,Cameron DW,Raverty WD
Abstract
The anthraquinone emodin
(9) was rapidly and efficiently converted into catenarin (13) by treatment with
a mixture of oleum and boric acid at room temperature. Chrysophanol (15)
similarly gave islandicin (16), while related anthraquinones were hydroxylated
in essentially the same way, though none as rapidly as emodin. The specificity
of such processes is synthetically useful in generally involving substitution
of the less highly hydroxylated ring. This is in contrast to hydroxylation with
persulfate in sulfuric acid which, for emodin, occurred chiefly in the more
highly hydroxylated ring, as did sulfonation.
Cited by
24 articles.
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