The Journal of Organic Chemistry

Pyrimidine derivatives and related compounds. 39. Novel cycloaromatization reaction of 5-formyl-1, 3-dimethyluracil with three-carbon nucleophiles. Synthesis of …

K Hirota, Y Kitade, S Senda

文献索引：Hirota, Kosaku; Kitade, Yukio; Senda, Shigeo Journal of Organic Chemistry, 1981 , vol. 46, # 20 p. 3949 - 3953

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被引用次数: 19

摘要

Treatment of Bformyl-l, 3-dimethyluracil (l) with a-substituted acetone derivatives (CCC type nucleophiles) such as acetylacetone, acetoacetamide, ethyl acetoacetate, and phenylacetone in basic media affords the corresponding 4-hydroxybenzoates (4). On the other hand, treatment of 1 with cyanoacetamide, a CCN type nucleophile, gives the nicotinate 8. A mechanism for this cycloaromatization waa proposed on the basis of ...