41269-97-0Relevant academic research and scientific papers
Selective Cleavage of Inert Aryl C-N Bonds in N-Aryl Amides
Zhang, Zhiguo,Zheng, Dan,Wan, Yameng,Zhang, Guisheng,Bi, Jingjing,Liu, Qingfeng,Liu, Tongxin,Shi, Lei
, p. 1369 - 1376 (2018/02/09)
A highly selective, IBX-promoted reaction has been developed for the oxidative cleavage of inert C(aryl)-N bonds on secondary amides while leaving the C(carbonyl)-N bond unchanged. This metal-free reaction proceeds under mild conditions (HFIP/H2O, 25 °C), providing facile access to various useful primary amides, some of which would be otherwise unattainable using conventional aminolysis and hydrolysis approaches.
Preparation of N-unsubstituted β-ketoamides by Rhodococcus rhodochrous-catalysed hydration of β-ketonitriles
Gotor, Vicente,Liz, Ramón,Testera, Ana Ma
, p. 607 - 618 (2007/10/03)
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.
