Functionalized β-lactams based on (E)-1-(furan-2-yl)-N-[(4-methoxyphenyl)methyl]methanimine and its imine–imine rearrangement initiated by potassium hydride

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• 作者：Z. R. Valiullina ; N. K. Selezneva ; S. L. Khursan…
• 刊名：Russian Journal of Organic Chemistry
• 出版年：2016
• 出版时间：July 2016
• 年：2016
• 卷：52
• 期：7
• 页码：950-955
• 全文大小：676 KB
• 刊物主题：Organic Chemistry;
• 出版者：Springer US
• ISSN：1608-3393
• 卷排序：52

文摘

Functionalized β-lactams were synthesized by reaction of (E)-1-(furan-2-yl)-N-[(4-methoxyphenyl)-methyl]methanimine with ketenes generated in situ from chloro- and dichloroacetic acids and 3-(methoxyimino) butanoic acid. (E)-1-(Furan-2-yl)-N-[(4-methoxyphenyl)methyl]methanimine underwent imine–imine rearrangement by the action of potassium hydride to give thermodynamically more stable (E)-N-[(furan-2-yl)-methyl]-1-(4-methoxyphenyl)methanimine.