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学科主题: 有机氟化学
题名: Reactions of fluoroalkanesulfonyl azides with carbocyclic β-keto esters: structural influence of dicarbonyl substrate on distribution of diazo and ring-contraction products
其他题名: 氟烷基磺酰叠氮与酮酸酯的反应: 酮酸酯的底物结构对产生比例的影响
作者: Xu Y(许勇) ; Wang YL(王彦利) ; Zhu SZ(朱仕正)
通讯作者: 朱仕正
刊名: J. Fluor. Chem.
发表日期: 2000-01-01
卷: 105, 期:1, 页:25-30
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所氟有机化学开放实验室
英文摘要: The diazo transfer reactions of fluoroalkanesulfonyl azides 1 with ethyl 2-oxocyclopentanecarboxylate 2, in the presence of triethylamine, give ring-opened diazo amido esters 3a-3d in high yields, Rhodium-catalyzed decompositions of these novel diazocarbonyl compounds 3 have been examined. The results show that β-hydride elimination by an intermediate carbene or rhodium-carbenoid is exclusively preferred, and the intramolecular cyclization onto the N-sulfonylcarbamoyl substiuent does not take place. However, when fluoroalkanesulfonyl azides 1 react with ethyl 2-oxocyclohexanecarboxylate 5, the ring-contraction product cyclopentanecarboxylate 6 is formed as the only product.
语种: 英语
相关网址: 查看原文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/14224
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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Recommended Citation:
Xu Y,Wang YL,Zhu SZ. Reactions of fluoroalkanesulfonyl azides with carbocyclic β-keto esters: structural influence of dicarbonyl substrate on distribution of diazo and ring-contraction products[J]. J. Fluor. Chem.,2000,105(1):25-30.
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