Cobalt(II)-Catalyzed [2 + 2 + 2]/[4 + 2] Cycloaddition of 1,6-Heptadiynes with Maleimides

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC Journal of Organic Chemistry Pub Date : 2025-04-04 DOI:10.1021/acs.joc.4c02901
Surenthiran Manickasundaram, Masilamani Jeganmohan
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Abstract

An efficient method for the synthesis of the polycyclic molecules via cobalt-catalyzed [2 + 2 + 2] followed by [4 + 2] consecutive cycloaddition reaction strategy has been devised. Sequential cycloaddition reactions of substituted 1,6-diynes with maleimides have been performed. This tandem cycloaddition approach has yielded polyheterocyclic compounds exhibiting remarkable diastereoselectivity and achieving yields ranging from good to excellent. Additionally, a potential reaction mechanism has been proposed to explain the observed cycloaddition process.

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钴(II)催化1,6-庚炔与马来酰亚胺的[2 + 2 + 2]/[4 + 2]环加成反应
通过钴催化[2 + 2 + 2]和[4 + 2]连续环化反应策略,设计出了一种合成多环分子的有效方法。取代的 1,6-二炔与马来酰亚胺进行了连续的环化反应。这种串联环化反应方法生成的多杂环化合物具有显著的非对映选择性,产率从良好到极佳不等。此外,还提出了一种潜在的反应机理来解释观察到的环加成过程。
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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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