Chemistry

Chemists unlock new way to modify drug-like nitrogen-containing molecules

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This study reports a novel method for selectively alkylating pyridines and polyazines using phosphonium ions as activating groups. The researchers demonstrate that converting nitrogen-containing heterocycles into phosphonium salts enables regioselective carbon-carbon bond formation at specific positions on the ring system. This strategy allows for controlled functionalization of these important chemical scaffolds under mild reaction conditions, overcoming previous limitations in selective alkylation of these compounds.


Pyridines and polyazines are core structures in many pharmaceuticals, agrochemicals, and materials. This new activation strategy provides medicinal and synthetic chemists with improved tools for modifying these molecules, potentially accelerating drug discovery and enabling the synthesis of previously inaccessible compounds with enhanced biological or physical properties.


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Journal of the American Chemical Society
DOI: 10.1021/jacs.6c08076

Source: [ASAP] Phosphonium Ions as Activating Groups for the Selective Alkylation of Pyridines and Polyazines