6533b826fe1ef96bd1283e1c
RESEARCH PRODUCT
Preparative-Scale Synthesis of Vedejs Chiral DMAP Catalysts
Simonas BalkaitisEdgars SunaArtis Kinenssubject
010405 organic chemistryOrganic Chemistry010402 general chemistry01 natural sciencesCombinatorial chemistry0104 chemical sciencesCatalysischemistry.chemical_compoundchemistryNucleophilic aromatic substitutionpolycyclic compoundsAmine gas treatingDerivative (chemistry)Aminationdescription
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 ZnCl2(amine)2 complexes. A series of Zn(II)–amine complexes have been synthesized to explore the scope of the ZnCl2-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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2018-09-26 | The Journal of Organic Chemistry |