Silver(I)-Catalyzed C4-H Amination of 1-Naphthylamine Derivatives with Azodicarboxylates at Room Temperature

Abstract

A highly facile and efficient protocol for silver(I)-catalyzed C4–H amination of 1-naphthylamine derivatives with readily available azodicarboxylates utilizing picolinamide as a bidentate directing group is reported, providing an alternative strategy for the synthesis of 4-aminated 1-naphthylamine derivatives. The reaction proceeded smoothly in acetone at room temperature undergoing a self-redox process under the base and external oxidant-free conditions, affording the desired products with good to excellent yields.

Keywords

• C-H activation
• 1-naphthylamine derivatives
• amination
• silver catalysis
• azodicarboxylates