ArticleMolecules (Basel, Switzerland)2021
Selenoxide Elimination Triggers Enamine Hydrolysis to Primary and Secondary Amines: A Combined Experimental and Theoretical Investigation.
Article in Molecules (Basel, Switzerland), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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Who cites it
4 citing papers in PubMed.
- Antioxidant Chimeric Molecules: Are Chemical Motifs Additive? The Case of a Selenium-Based Ligand.International journal of molecular sciences · 2023Article
- In the Chalcogenoxide Elimination Panorama: Systematic Insight into a Key Reaction.The Journal of organic chemistry · 2022Article
- From a Molecule to a Drug: Chemical Features Enhancing Pharmacological Potential.Molecules (Basel, Switzerland) · 2022Article
- Radical Scavenging Potential of the Phenothiazine Scaffold: A Computational Analysis.ChemMedChem · 2021Article
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7 authors.
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Abstract
We discuss a novel selenium-based reaction mechanism consisting in a selenoxide elimination-triggered enamine hydrolysis. This one-pot model reaction was studied for a set of substrates. Under oxidative conditions, we observed and characterized the formation of primary and secondary amines as elimination products of such compounds, paving the way for a novel strategy to selectively release bioactive molecules. The underlying mechanism was investigated using NMR, mass spectrometry and density functional theory (DFT).
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