5 years ago

A Bifunctional Reagent Designed for the Mild, Nucleophilic Functionalization of Pyridines

A Bifunctional Reagent Designed for the Mild, Nucleophilic Functionalization of Pyridines
Patrick S. Fier
Herein is reported the design and application of a reagent for the direct functionalization of pyridines. These reactions occur under mild conditions and exhibit broad functional group tolerance, enabling the late-stage functionalization of drug-like molecules. The reagent can be easily prepared on large scale from inexpensive reagents, and reacts in the title reaction with acetonitrile, sodium chloride, and sodium methanesulfonate as the sole byproducts. Although this Communication focuses primarily on reactions with cyanide as nucleophile, preliminary experiments with other nucleophiles foreshadow the broad reaching synthetic utility of this approach.

Publisher URL: http://dx.doi.org/10.1021/jacs.7b05414

DOI: 10.1021/jacs.7b05414

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