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An expeditious method to synthesize difluoroboron complexes of β-keto amides from β-keto nitriles and BF3·OEt2
A convenient and expeditious strategy to synthesize difluoroboron complexes of β-keto amides has been developed from β-keto nitriles and BF3·OEt2. BF3·OEt2 serves as both a BF2 source and a Lewis acid catalyst in the synthetic strategy. The formation mechanism of the difluoroboron complexes from β-keto nitriles and BF3·OEt2 was proposed. The difluoroboron complexes can be further converted into β-keto amides by treatment with sodium acetate. The strategy features advantages such as a wide substrate scope, non-metal catalysis, and easy operation. Some of the difluoroboron complexes display good fluorescence properties in the solid state and potential application in solid-state luminescent materials.
Xu, Chuangchuang,Xu, Jiaxi
p. 6375 - 6383
(2017/08/16)

Preparation of N-unsubstituted β-ketoamides by Rhodococcus rhodochrous-catalysed hydration of β-ketonitriles
A varied set of N-unsubstituted β-ketoamides, hardly obtainable or non-accessible by non-enzymatic methods, have been synthesized, with good to excellent yields, by the generally fast hydration of the corresponding β-ketonitriles, catalysed by the bacterium Rhodococcus rhodochrous IFO 15564. This bacterium shows nitrile hydratase and amidase activities, the latter being inhibited during its growth phase with diethyl phosphoramidate (DEPA). Optimization of the processes and studies concerning large-scale biotransformations were also carried out. β-Ketoamides exist as keto-enol mixtures whose composition depends on their substituents and varies with solvent polarity.
Gotor, Vicente,Liz, Ramón,Testera, Ana Ma
p. 607 - 618
(2007/10/03)