Solvent-Free and Selective Oxidation of Hydroxy Groups to their Corresponding Carbonyl Functions with Ferric Nitrate Activated by Heteropoly Acids
Habib Firouzabadi*, Nasser Iranpoor*, Kamal Amani
*Department of Chemistry, Shiraz University, Shiraz 71454, Iran,
Email: firouzabadi
chem.susc.ac.ir, Email: Iranpoorchem.susc.ac.ir
H. Firouzabadi, N. Iranpoor, K. Amani, Synthesis, 2003, 408-412.
DOI: 10.1055/s-2003-37343
Abstract
Keggin-type heteropoly acids revealed high catalytic activity for swift and selective oxidation of various hydroxy functionalities to the corresponding carbonyl groups using ferric nitrate as an oxidant under mild and solvent-free conditions.
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Details
The document discusses a study on the solvent-free and selective oxidation of hydroxy groups to carbonyl functions using ferric nitrate activated by heteropoly acids. The research, conducted by Habib Firouzabadi, Nasser Iranpoor, and Kamal Amani at Shiraz University, highlights the high catalytic activity of Keggin-type heteropoly acids for this transformation. The study found that these acids are more effective than traditional mineral or solid acids like sulfuric acid, p-toluenesulfonic acid, and triflic acid. The oxidation process, which is crucial in organic chemistry for producing carbonyl compounds used in fine chemicals, drugs, and fragrances, was tested on various alcohols. The results showed that ferric nitrate nonahydrate, in the presence of tungstophosphoric acid, efficiently oxidized primary, secondary, and benzylic alcohols to their corresponding carbonyl compounds under mild and solvent-free conditions. The method demonstrated high yields, strong selectivity, and did not require special handling or storage precautions. The study also compared the effectiveness of different metal nitrates and solvents, concluding that the solvent-free approach was superior. This research presents a green and efficient alternative for alcohol oxidation in organic synthesis.
Key Words
alcohols, aldehydes, ketones, ferric nitrate, heteropoly acids, oxidations
ID: J66-Y2003-1780
