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

An efficient method for the synthesis of the polycyclic molecules <i>via</i> 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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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-04-04
DOI
https://doi.org/10.1021/acs.joc.4c02901
Citations
3
Primary Topic
Catalytic Alkyne Reactions
Type
article
Field-Weighted Citation Impact
2.81

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article

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

Masilamani Jeganmohan, Surenthiran Manickasundaram
3 citations
The Journal of Organic Chemistry
Catalytic Alkyne Reactions
2.81
article

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

Masilamani Jeganmohan, Surenthiran Manickasundaram
article en
3 citations

Abstract

An efficient method for the synthesis of the polycyclic molecules <i>via</i> 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.

The Journal of Organic ChemistryVol. 90(15)
Indian Institute of Technology Madras (IN)
Council of Scientific and Industrial Research, India, University Grants Commission
Openalex Percentile: Top 11%
Catalytic Alkyne Reactions
2.81
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Cobalt(II)-Catalyzed [2 + 2 + 2]/[4 + 2] Cycloaddition of 1,6-Heptadiynes with Maleimides — Masilamani Jeganmohan, Surenthiran Manickasundaram · The Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS