2314-78-5Relevant articles and documents
The oxidation of the alpha-carbon of amines in hydrothermal condition: An alternative synthetic route of compounds containing amide bond
Bai, Xueyin,Liu, Ziwei,Ye, Kaiqi,Wang, Yu,Zhang, Xianlong,Yue, Huijuan,Tian, Ge,Feng, Shouhua
, p. 319 - 321 (2014)
Here we report experimental evidence for the simple synthesis of N,N-diethylhydroxylamine and an amide bond formation reaction from oxidation of the alpha-carbon of tertiary amines by the reaction of triethylamine and hydrogen peroxide in hydrothermal conditions. It is proved that 120 C is a turning point: when the temperature is lower than that, the main product is N,N-diethylhydroxylamine as a result of a cope rearrangement reaction mechanism; on the contrary, the product is more complex and the main products are amides via a radical chain mechanism involving three steps: initiation, propagation, and oxidation, followed by decarbonylation and electrocyclization because the radical is easier to form under high temperature.
Anodic Oxidation of Amides and Lactams Using N-Hydroxyphthalimide as a Mediator
Masui, Masaichiro,Hara, Seijiro,Ozaki, Shigeko
, p. 975 - 979 (2007/10/02)
Indirect electrochemical oxidation of amides and N-alkyllactams was performed using N-hydroxyphthalimide as a mediator.A carbonyl group was introduced in good yield at the α-carbon to the nitrogen of the compounds.Keywords - anodic oxidation; mediator; amide; N-alkyllactam; N-hydroxyphthalimide; imide; N-acyllactam; glassy-carbon electrode
