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Synthesis 1988; 1988(10): 771-775
DOI: 10.1055/s-1988-27703
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Synthesis of Substituted 5-(3-Oxobutyl)pyrimidines via Palladium-Catalyzed Coupling Reactions of Iodopyrimidines with Methyl Vinyl Ketone

Akimori Wada* , Hirofumi Yasuda, Shōichi Kanatomo
  • *School of Pharmacy, Hokuriku University, Ho-3, Kanagawa-machi, Kanazawa 920-11, Japan
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Publication Date:
12 September 2002 (online)

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The reactions of several substituted halopyrimidines with methyl vinyl in the presence of palladium diacetate-triphenylphosphine ketone complex in triethylamine are investigated. In the reactions of bromopyrimidines, the usual olefinic substituted products are obtained. But on using iodopyrimidines, the addition of pyrimidine to the carbon-carbon double bond of methyl vinyl ketone occurs to afford substituted 5-(3-oxobutyl)pyrimidines. Possible mechanisms are presented.

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