Abstract

The electroreductive coupling of 1,3-dimethyluracils with benzophenones in the presence of TMSCl gave the adducts reacted at the 6-position of 1,3-dimethyluracils. From 1,3-dimethylthymine and 5-fluorouracil, the adducts were produced as 5,6-cis-isomers predominantly. Treatment of the adducts obtained from 1,3-dimethyluracil and thymine with refluxing p-TsOH/toluene gave 6-diarylmethyl-1,3-dimethyluracils, while the same treatment of the adducts obtained from 1,3-dimethyl-5-fluorouracil afforded fused tricyclic compounds. In addition, the electroreductive coupling of 1,3-dimethyluracil with alkyl phenyl ketones also gave adducts and they were transformed to 6-alkenyl-5,6-dihydro-1,3-dimethyluracils.

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