Gaunt M J, Spencer J B
University Chemical Laboratory, Lensfield Road, Cambridge CB2 1EW, U.K.
Org Lett. 2001 Jan 11;3(1):25-8. doi: 10.1021/ol0066882.
[figure: see text] A conceptually new palladium-catalyzed amidation reaction is described for the synthesis of beta-amido ketones based on derailing the Wacker oxidation of enones. This reaction generates a new carbon-nitrogen bond via a palladium-catalyzed conjugate addition of a carbamate nucleophile to an enone. The regiocontrol, mild and neutral conditions, lack of preactivation of the nucleophile, and lack of reoxidation system for the catalyst are attractive features of this transformation.
[图：见正文] 描述了一种概念上新的钯催化酰胺化反应，用于基于烯酮的瓦克氧化反应偏离来合成β-酰胺基酮。该反应通过钯催化的氨基甲酸酯亲核试剂对烯酮的共轭加成生成新的碳-氮键。区域选择性控制、温和且中性的条件、亲核试剂无需预活化以及催化剂无需再氧化体系是该转化反应的吸引人之处。
