Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, PR China.
J Org Chem. 2012 Sep 7;77(17):7157-65. doi: 10.1021/jo301117b. Epub 2012 Aug 14.
A metal-free oxidative coupling of methyl ketones and primary or secondary amines to α-ketoamides has been developed. Four intermediates, α-iodoketone, α-aminoketone, iminium intermediate, and α-hydroxy amine have been identified through a series of control experiments. The atom-economic methodology can be scaled-up, tolerates a variety of functional groups, and is operationally simple.
发展了一种无需金属的甲基酮和伯胺或仲胺的氧化偶联反应，以制备α-酮酰胺。通过一系列对照实验，鉴定出了四种中间体：α-碘代酮、α-氨基酮、亚胺中间体和α-羟胺。该原子经济性方法可放大规模，耐受多种官能团，且操作简单。
