Efficient Method for Aromatic-Aldehyde Oxidation by Cleavage of Their Hydrazones Catalysed by Trimethylsilanolate

0474789 - ÚOCHB 2018 RIV DE eng J - Článek v odborném periodiku
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
Grant CEP: GA MŠMT(CZ) LO1304
Institucionální podpora: RVO:61388963
Klíčová slova: aldehydes * oxidation * hydrazones * solid-phase synthesis * reaction mechanisms
Obor OECD: Organic chemistry
Impakt faktor: 2.882, rok: 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.
Trvalý link: http://hdl.handle.net/11104/0271742