An unusual oxidative ring transformation of purine to imidazo[1,5-c]imidazole.
[reaction: see text] Reevaluation of products derived from 3,9-dimethyluric acid in a chlorination-reductive dechlorinaton sequence has demonstrated unequivocally that they are not purines. Spectroscopic and degradative evidence, in conjunction with position-labeling NMR studies, revealed an unprecedented oxidative ring transformation pathway involving the key purine-to-imidazo[1,5-c]imidazole rearrangement.
Laboratory of Organic Chemistry, Faculty of Natural Sciences and Mathematics, University of Zagreb, Strossmayerov trg 14, 10000 Zagreb, Croatia.
Nevenka
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Poje
Mirko
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Poje