One-pot synthesis of malononitriles by free radical reactions of ylidenemalononitrile with Et3B and iodoalkane in a water-ether biphase medium

Zhijay Tu, Chunchi Lin, Yaochung Jang, Yeong Jiunn Jang, Shengkai Ko, Hulin Fang, Ju Tsung Liu, Ching Fa Yao*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

8 引文 斯高帕斯(Scopus)

摘要

The one-pot synthesis of malononitrile derivatives 4, 6, and 7 in moderate to high yields by the reaction of ylidenemalononitriles 3, prepared in situ from carbonyl compounds 1 and malononitrile 2 in the presence of ammonium acetate in aqueous solution at 50-60 °C, with Et3B or RI 5/Et3B in a water-diethyl ether biphase medium under an atmosphere of room temperature is reported. The reaction of Et3B with adamantyl iodides 8 and 10 under similar conditions gave 9 and 11 in high yields, respectively. However, low yields of the monoalkylated combined with dialkylated malonates 14 were obtained when benzaldehyde 1a was condensed with dimethylmalonate 12 followed by parallel free radical treatment in benzene solution.

原文英語
頁(從 - 到)6133-6137
頁數5
期刊Tetrahedron Letters
47
發行號34
DOIs
出版狀態已發佈 - 2006 八月 21

ASJC Scopus subject areas

  • 生物化學
  • 藥物發現
  • 有機化學

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