17424-49-6Relevant academic research and scientific papers
Microwave-assisted aqueous Krapcho decarboxylation
Mason, Jeremy D.,Murphree, S. Shaun
, p. 1391 - 1394 (2013/07/26)
The Krapcho decarboxylation of alkyl malonate derivatives has been adapted to aqueous microwave conditions. Various salt additives were examined, and both the cation and the anion impacted the facility of the reaction. A strong correlation was found between the pKa of the anion and the reaction rate, suggesting a straightforward base-catalyzed hydrolysis. Lithium sulfate gave the best results, obviating the need for DMSO co-solvent. Georg Thieme Verlag Stuttgart · New York.
Mild conversion of β-diketones and β-ketoesters to carboxylic acids
Zhang, Yang,Jiao, Jingliang,Flowers II, Robert A.
, p. 4516 - 4520 (2007/10/03)
A mild protocol for the conversion of β-ketoesters and β-diketones to carboxylic acids with use of CAN in CH3CN is described. The method is compatible with a number of functional groups, and can generate carboxylic acids under neutral conditions at room temperature. The reaction is fast and general, providing an alternative method to the commonly used malonic ester acid preparation. Initial mechanistic studies show that initial oxidation of the enol form of the β-dicarbonyl initiates the reaction. The presence of nitrate as an oxidant ligand or as an additive is critical for success of the reaction.
A new, simple, and general synthesis of 1,3-, 1,4- and 1,5-diketones from functionalized nitroalkanes
Ballini,Bartoli
, p. 965 - 967 (2007/10/02)
Herein is reported the utilization of protected nitro ketones, in the synthesis of 1,3-, 1,4-, and 1,5-diketones, by their condensation with aldehydes then conversion of the obtained conjugated nitroalkenes into monoprotected carbonyl derivatives which, by removal of the protecting group, gives diketones.
