AI Article Synopsis
- A new method for producing chiral Vedejs-type DMAP catalysts has been developed, focusing on the amination of 4-chloropyridine derivatives.
- The synthesis involves using specific ZnCl(amine) complexes to ensure efficiency in the process.
- Mechanistic studies indicate that a Zn(II)-catalyzed nucleophilic aromatic substitution occurs, allowing for the effective replacement of chlorine with an amine group.
Article Abstract
A scalable synthesis of chiral Vedejs-type DMAP catalysts is reported. The key step of the synthesis is amination of the enantiomerically pure 4-chloropyridine derivative using well-defined ZnCl(amine) complexes. A series of Zn(II)-amine complexes have been synthesized to explore the scope of the ZnCl-mediated amination of 4-halopyridines. Mechanistic studies support a Zn(II)-facilitated nucleophilic aromatic substitution as a plausible mechanism for the chlorine-to-amine exchange.
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| http://dx.doi.org/10.1021/acs.joc.8b01687 | DOI Listing |
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