Abstract
5-Diazo-3-methyluracil reacts with varied benzenes to yield 3-methyl-5-aryluracils by apparent singlet carbene addition and homolytic rearrangement of spironorcaradiene intermediates. 5-Diazouracil, however, thermolyzes with rearrangement and loss of nitrogen to form (2,5-dioxo-3-imidazolin-4-yl) methylene, which reacts with benzene and cyclooctane to give 5-cycloheptatrienylidene- 2,4-imidazolidinedione and (E)- and (Z)-5-(cyclooctylmethylene)-2,4-imidazolidinediones, respectively
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