AI Article Synopsis
- - The manuscript investigates a reaction that builds carbon-carbon bonds, specifically focusing on creating alkaloid structures like scholarinine A using a constrained substrate.
- - Instead of achieving the expected carbon-carbon bond between indole and malonate, a carbon-nitrogen bond was formed, indicating competitive reactivity.
- - This study highlights the complexities involved in oxidative carbon-carbon bond formation, particularly when dealing with conformationally constrained substrates.
Article Abstract
In this manuscript, an oxidative carbon-carbon bond forming reaction to construct the framework of alkaloids such as scholarinine A is explored using a constrained substrate. Instead of the desired carbon-carbon bond formation between an indole C3 position and a malonate group, a competing carbon-nitrogen bond between the malonate and indole C3 position was observed to form. This work adds to the growing body of substrates for oxidative carbon-carbon bond formation and importantly, demonstrates that these reactions are challenging for some conformationally constrained substrates.
Download full-text PDF |
Source |
|---|---|
| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11649313 | PMC |
| http://dx.doi.org/10.1016/j.tetlet.2024.154980 | DOI Listing |
Publication Analysis
Top Keywords
carbon-carbon bond
12
oxidative carbon-carbon
8
bond formation
8
indole position
8
attempted oxidative
4
oxidative coupling
4
coupling approach
4
approach scholarinine
4
scholarinine framework
4
framework manuscript
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!