[3+3] Formal Cycloadditions of Nitrones from Isatins and Azaoxyallyl Cations for Construction of Spirooxindoles

[3+3] Formal Cycloadditions of Nitrones from Isatins and Azaoxyallyl Cations for Construction of Spirooxindoles
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[3 3] 靛红和氮杂烯丙基阳离子硝酮的正式环加成反应构建螺吲哚

DOI:
10.1002/cjoc.201600864
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发表时间:
2017-06-01
影响因子:
5.4
通讯作者:
Chen, Yingchun
Chen, Yingchun
中科院分区:
化学2区
文献类型:
--
作者:
Lin, Weijia;Zhan, Gu;Chen, Yingchun

文献摘要

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在原位生成的氮氧烯丙基阳离子与来自Isatins的硝酮之间的[3+3]形式的环加成反应中,以良好的产率和良好的非对映选择性提供了螺环[1,2,4-恶二氮杂环-5-酮]氧吲哚的光谱。这种方法提供了直接和有效的途径,潜在的生物活性螺氧吲哚包含六元杂环支架。
A [3+3] formal cycloaddition reaction between in situ formed azaoxyallyl cations and nitrones from isatins has been developed, furnishing a spectrum of spiro[1,2,4-oxadiazinan-5-one] oxindoles in good to excellent yields with excellent diastereoselectivity. This method provides direct and efficient access to potentially bioactive spirooxindoles incorporating a six-membered heterocyclic scaffold.