A novel [4 + 3] annulation between isatin N,N’-cyclic azomethine 1,3-dipole and in situ generated nitrosoalkene for direct preparation of seven-membered heterocyclic spirooxindoles

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC Tetrahedron Letters Pub Date : 2024-07-06 DOI:10.1016/j.tetlet.2024.155183
Xia Li , Wen-Sheng Li , Xiao Fu , Wen-Juan Wan , Li-Xin Wang
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Abstract

A new [4 + 3] annulation between isatin N,N′–cyclic azomethine 1,3-dipole and nitrosoalkenes in situ generated from α-haloketone oximes has been disclosed. This new protocol is tolerable for a series of substrates and a novel series of seven-membered spiro oxindoles containing oxygen and nitrogen atoms were obtained in moderate to good yields (up to 83 %) under mild conditions.

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异汀 N,N'-环氮杂环甲基 1,3-二极与原位生成的亚硝基烯之间的新型 [4 + 3] 环化反应,用于直接制备七元杂环螺吲哚
本研究揭示了一种由α-卤酮肟(α-haloketone oximes)原位生成的异atin N,N′-环氮杂环甲基 1,3-二极与亚硝基烯之间新的[4 + 3]环化反应。在温和的条件下,获得了一系列含有氧原子和氮原子的新型七元螺吲哚,收率中等至良好(高达 83%)。
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来源期刊
Tetrahedron Letters
Tetrahedron Letters 化学-有机化学
CiteScore
3.50
自引率
5.60%
发文量
521
审稿时长
28 days
期刊介绍: Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
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