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Efficient Method for Aromatic-Aldehyde Oxidation by Cleavage of Their Hydrazones Catalysed by Trimethylsilanolate
- 1.0474789 - ÚOCHB 2018 RIV DE eng J - Journal Article
Bürglová, K. - Okorochenkov, S. - Buděšínský, Miloš - Hlaváč, J.
Efficient Method for Aromatic-Aldehyde Oxidation by Cleavage of Their Hydrazones Catalysed by Trimethylsilanolate.
European Journal of Organic Chemistry. Roč. 2017, č. 2 (2017), s. 389-396. ISSN 1434-193X. E-ISSN 1099-0690
R&D Projects: GA MŠMT(CZ) LO1304
Institutional support: RVO:61388963
Keywords : aldehydes * oxidation * hydrazones * solid-phase synthesis * reaction mechanisms
OECD category: Organic chemistry
Impact factor: 2.882, year: 2017
The reactions of hydrazones, derived from various aromatic aldehydes bound to Rink resin and hydrazines, with trimethylsilanolate have been studied. In this process, the aldehydes were oxidized to the corresponding carboxylic acids. The reaction was also tested with success in solution, with various aromatic aldehydes easily being oxidized in one pot via hydrazone formation and trimethylsilanolate treatment. A mechanism for the hydrazone cleavage is proposed. The reaction may be used as an alternative method for aldehyde oxidation with the selectivity complementary to that of currently used reactions.
Permanent Link: http://hdl.handle.net/11104/0271742
Number of the records: 1