1044161-89-8Relevant academic research and scientific papers
Expedient synthesis and solvent dependent oxidation behavior of a water-soluble IBX derivative
Kommreddy, Amitha,Bowsher, Michael S.,Gunna, Meena R.,Botha, Kirankumar,Vinod, Thottumkara K.
, p. 4378 - 4382 (2008)
IBX derivative 6, synthesized in two steps from 2-aminoterephthalic acid, 8, is soluble in both DMF and water. A variety of alcohols are oxidized using 6 in DMF with ease and selectivity identical to that of parent IBX. However, oxidations carried out in water and other aqueous solvent mixtures using 6 exhibit unique selectivities toward different substrates and provide products different from reactions carried out in DMF. A mechanistic rationale is provided for this solvent dependent behavior of 6.
Selective oxoammonium salt oxidations of alcohols to aldehydes and aldehydes to carboxylic acids
Qiu, Joseph C.,Pradhan, Priya P.,Blanck, Nyle B.,Bobbitt, James M.,Bailey, William F.
supporting information; experimental part, p. 350 - 353 (2012/03/09)
The oxidation of alcohols to aldehydes using stoichiometric 4-acetamido-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate (1) in CH2Cl2 at room temperature is a highly selective process favoring reaction at the carbinol center best able to accommodate a positive charge. The oxidation of aldehydes to carboxylic acids by 1 in wet acetonitrile is also selective; the rate of the process correlates with the concentration of aldehyde hydrate. A convenient and high yield method for oxidation of alcohols directly to carboxylic acids has been developed.
