Concise Report
Nickel/Photoredox Dual Catalytic Chan-Lam Coupling of Aryl Azides and Arylboric Acids
Xia Ge,
Haojie Ji,
Hongjian Lu,
Xia Ge
School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, Jiangsu, 210093 China
These authors contributed equally to this work.
Search for more papers by this authorHaojie Ji
School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, Jiangsu, 210093 China
These authors contributed equally to this work.
Search for more papers by this authorCorresponding Author
Hongjian Lu
School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, Jiangsu, 210093 China
E-mail: [email protected]Search for more papers by this authorXia Ge,
Haojie Ji,
Hongjian Lu,
Xia Ge
School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, Jiangsu, 210093 China
These authors contributed equally to this work.
Search for more papers by this authorHaojie Ji
School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, Jiangsu, 210093 China
These authors contributed equally to this work.
Search for more papers by this authorCorresponding Author
Hongjian Lu
School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, Jiangsu, 210093 China
E-mail: [email protected]Search for more papers by this authorComprehensive Summary
Unsymmetrical diarylamines are crucial components in many pharmaceuticals and functional materials. In this study, we introduce an efficient Chan-Lam cross-coupling method that utilizes phenylboronic acids and aryl azides as coupling agents in a redox-neutral environment, enabled by a synergistic nickel/photoredox catalytic system. This approach leverages a proton-coupled electron transfer mechanism to bypass the typical nitrene pathway associated with aryl azides, which is prone to intramolecular rearrangement, C—H amination, and reductive hydrogenation. Notably, our method exhibits broad compatibility with a variety of functional groups, including those derived from pharmaceuticals, demonstrating its versatile potential in organic synthesis and drug modification.
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