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

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.

Automated summary

A highly efficient protocol for the synthesis of 4-aminated 1-naphthylamine derivatives using readily available azodicarboxylates and picolinamide as a bidentate directing group is reported. The reaction proceeds smoothly in acetone at room temperature without the need for a base or external oxidant, resulting in good to excellent yields.