Intermolecular 1,5-dipolar cycloaddition reaction of tungsten-containing vinylazomethine ylides leading to seven-membered heterocycles

Intermolecular 1,5-dipolar cycloaddition reaction of tungsten-containing vinylazomethine ylides leading to seven-membered heterocycles
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DOI:
10.1021/ol0529795
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发表时间:
2006-03-02
期刊:
影响因子:
5.2
通讯作者:
Iwasawa, N
Iwasawa, N
中科院分区:
化学1区
文献类型:
--
作者:
Kusama, H;Suzuki, Y;Iwasawa, N

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由邻-(ALK-3-en-1-ynyl)苯乙二胺和钨的羰基配合物生成的含钨的乙烯基甲亚胺叶立德与缩酮缩醛进行分子间1,5-偶极环加成反应,以较高的产率得到氮杂环并[1,2-a]吲哚衍生物。[5+2]或[3+2]环加合物的形成可以通过选择适当的亲偶极试剂来控制。
Intermolecular 1,5-dipolar cycloaddition reaction of tungsten-containing vinylazomethine ylide, generated from o-(alk-3-en-1-ynyl)phenylbenzaldimines and tungsten carbonyl complex, with ketene acetals proceeds efficiently to give azepino[1,2-a]indole derivatives in good yield. Formation of [5 + 2] or [3 + 2] cycloadducts can be controlled by an appropriate choice of dipolarophile.