✦ LIBER ✦

A novel ring transformation of 5-nitrouracils into 5-carbamoyluracils via the retro-michael reaction

✍ Scribed by Kosaku Hirota; Yukio Kitade; Shigeo Senda

Publisher: Elsevier Science
Year: 1981
Tongue: French
Weight: 118 KB
Volume: 22
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)82921-x

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✦ Synopsis

Treatment of 1,3-disubstituted 5-nitrouracils(5) with malonamide in ethanolic sodium ethoxide caused a ring transformation to afford l-substituted 5-carbamoyluracils(6) in good yields. Reactions of uracil derivatives with various nucleophiles have been extensively investigated in connection with biosynthesis of thymidilate. 1) Mean-

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