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 d...

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Bibliographic Details
Published in:Catalysts 2022-09, Vol.12 (9), p.1006
Main Authors: Zhang, Yuxue, Pei, Mengxue, Yang, Fan, Wu, Yangjie
Format: Article
Language:English
Subjects:
1-naphthylamine derivatives
amination
azodicarboxylates
C-H activation
Carbon
Catalysts
Chemical reactions
Experiments
Herbicides
Nitrogen
Oxidizing agents
Room temperature
silver catalysis
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Summary: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.
ISSN:2073-4344
2073-4344
DOI:10.3390/catal12091006