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学科主题: 元素有机化学
题名: Synthesis of 2-(α-substituted N-tosylaminomethyl)-2,5-dihydrofurans by reaction of N-sulfonylimines with arsonium or sulfonium 4-hydroxyl-cis-2-butenylides
其他题名: N-磺酰基亚胺和4-羟基本-顺式.2-丁烯基琉盐及砷盐的反应制备2-(α-取代-N-对甲苯磺酰基氨甲基)-2,5-二氢呋喃
作者: Deng WP(邓卫平) ; Li AH(李安虎) ; Dai LX(戴立信) ; Hou XL(侯雪龙)
通讯作者: 戴立信
刊名: Tetrahedron
发表日期: 2000-01-01
卷: 56, 期:19, 页:2967-2974
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所金属有机化学开放实验室
英文摘要: On treatment of N-tosylimines 1 and 4-hydroxyl-cis-butenyl arsonium salt 5 or sulfonium salt 11a with KOH in acetonitrile at room temperature, 2-(α-substituted N-tosylaminomethyl)-2,5-dihydrofurans 4 were obtained in moderate yields through a new ylide cyclization process, Ylide 2 acts formally as an equivalent of the 2,5-dihydrofuran anion. However, the reaction of 4-hydroxyl-trans-butenyl sulfonium salt 11b with N-tosylimine 1b under the same conditions gave only the normal aziridination product 12. A plausibel mechanism was proposed fro this new 5-membered cyclization reaction, and a high yield process for the synthesis of target molecules 4 is also recommended.
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/331003/15825
Appears in Collections:金属有机化学国家重点实验室_期刊论文

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Recommended Citation:
Deng WP,Li AH,Dai LX,et al. Synthesis of 2-(α-substituted N-tosylaminomethyl)-2,5-dihydrofurans by reaction of N-sulfonylimines with arsonium or sulfonium 4-hydroxyl-cis-2-butenylides[J]. Tetrahedron,2000,56(19):2967-2974.
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