Copper-Catalyzed Radical Cascade Cyclization of N-Substituted Indole-3-Aldehydes with Aryl Alkenes: Access to Pyrrolo[1,2-a]indole Scaffolds

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Weibo Cheng, Junzheng Sun, Changji Liu, Yidong Zhong, Chengcai Xia, Wenjing Yang
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引用次数: 0

Abstract

Herein, we report a Cu-DTBP-catalyzed [3 + 2] cycloaddition reaction between 1-(2-oxo-2-phenylethyl)-1H-indole-3-aldehyde and arylalkene, using DMF as the solvent. Under relatively mild reaction conditions, a series of indole compounds were synthesized in moderate yields (up to 73%). This protocol features good functional group tolerance and high atom economy. In addition, we synthesized a total of 20 target compounds, providing a reliable and straightforward method to obtain structurally diverse pyrrolo[1,2-a]indole derivatives.

Abstract Image

铜催化n -取代吲哚-3醛与芳基烯烃的自由基级联环化:获得吡咯[1,2-a]吲哚支架
在此,我们报告了在 Cu-DTBP 催化下,以 DMF 为溶剂,1-(2-氧代-2-苯基乙基)-1H-吲哚-3-甲醛与芳基烯发生的[3 + 2]环加成反应。在相对温和的反应条件下,合成了一系列吲哚化合物,收率中等(高达 73%)。该方案具有良好的官能团耐受性和较高的原子经济性。此外,我们还合成了 20 种目标化合物,为获得结构多样的吡咯并[1,2-a]吲哚衍生物提供了可靠而直接的方法。
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来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
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