An Exploration of Organocatalyst 1,4-Diazabicyclo[2.2.2] octane in the Direct Regioselective and Chemoselective gamma-Addition of beta-Keto Amide on Isatin to Afford Structurally Diverse Molecular Frameworks

摘要

An efficient protocol promoted by 1,4-diazabicyclo[2.2.2]octane is described for the regioselective and chemoselective -addition of -keto amides on isatins to afford -(3-hydroxy-2-oxindole)--keto amide structural framework under metal-free conditions. The developed method is mild, generates high yields, and is applicable for a variety of isatin electrophiles as well as -keto amides. Moreover, the procedure is very handy and environmentally benign in nature, and provides direct access for the synthesis of diverse functionalized 3--keto amide-substituted 3-hydroxy-2-oxindole structural scaffolds from readily available starting materials.