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Rh‐Catalyzed [4+3] Annulation of N‐Sulfonyl‐1,2,3‐Triazoles with 4‐Vinyl Indoles to Access Azepinoindoles
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2024-06-20 , DOI: 10.1002/ejoc.202400532 Ze-Hua Wang 1 , Ze-Feng Xu 1 , Jing Feng 1 , Mingming Yu 2
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2024-06-20 , DOI: 10.1002/ejoc.202400532 Ze-Hua Wang 1 , Ze-Feng Xu 1 , Jing Feng 1 , Mingming Yu 2
Affiliation
The present study provided an efficient synthesis pathway to the azepino[5,4,3‐cd]indoles using N‐sulfonyl‐1,2,3‐triazoles and 4‐vinylindoles through a cascade carbene insertion and intramolecular aza‐Michael addition. This method is distinguished by mild reaction conditions, straightforward operational steps, accessible starting materials, and broad substrate compatibility. Furthermore, the versatility of this reaction with various Michael acceptors significantly broadens the scope of potential substrates. The ability to further transform the resulting multifunctional products underscores the promising applications of this approach in indole nitrogen heterocyclic synthesis.
中文翻译:
Rh 催化 N-磺酰基-1,2,3-三唑与 4-乙烯基吲哚的 [4+3] 环化反应生成氮杂吲哚
本研究通过级联卡宾插入和分子内氮杂迈克尔加成,使用 N-磺酰基-1,2,3-三唑和 4-乙烯基吲哚,提供了一种有效合成氮杂[5,4,3-cd]吲哚的途径。该方法的特点是反应条件温和、操作步骤简单、起始原料易得、底物兼容性广泛。此外,该反应与各种迈克尔受体的多功能性显着拓宽了潜在底物的范围。进一步转化所得多功能产品的能力强调了该方法在吲哚氮杂环合成中的有前景的应用。
更新日期:2024-06-20
中文翻译:
![](https://static.x-mol.com/jcss/images/paperTranslation.png)
Rh 催化 N-磺酰基-1,2,3-三唑与 4-乙烯基吲哚的 [4+3] 环化反应生成氮杂吲哚
本研究通过级联卡宾插入和分子内氮杂迈克尔加成,使用 N-磺酰基-1,2,3-三唑和 4-乙烯基吲哚,提供了一种有效合成氮杂[5,4,3-cd]吲哚的途径。该方法的特点是反应条件温和、操作步骤简单、起始原料易得、底物兼容性广泛。此外,该反应与各种迈克尔受体的多功能性显着拓宽了潜在底物的范围。进一步转化所得多功能产品的能力强调了该方法在吲哚氮杂环合成中的有前景的应用。