Fn. Burnett et Rs. Hosmane, SYNTHETIC APPROACHES TO 5 8-FUSED HETEROCYCLIC-SYSTEMS - A NOVEL REARRANGEMENT DURING THE SYNTHESIS OF IMIDAZO[4,5-E][L,2,4]TRIAZOCINE RING-SYSTEM/, Nucleosides & nucleotides, 14(3-5), 1995, pp. 325-328
The attempted ring-closure of thoxycarbonyl)hydrazinomethylenecarbonyl
]imidazole (5b) in sodium hydride/dimethyl sulfoxide at 50-60 degrees
C afforded 1, 7-dibenzylxanthine (6) instead of the anticipated 5:8-fu
sed heterocycle 4b. A tentative reaction pathway has been proposed for
the observed transformation.