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Single-Step Synthesis of Pyridine Derivatives

Mohammad Movassaghi*, Matthew D. Hill and Omar K. Ahmad

*Massachusetts Institute of Technology, Department of Chemistry, Cambridge, Massachusetts 02139, Email:

M. Movassaghi, M. D. Hill, O. K. Ahmad, J. Am. Chem. Soc., 2007, 129, 10096-10097.

DOI: 10.1021/ja073912a


A single-step conversion of various N-vinyl and N-aryl amides to the corresponding pyridine and quinoline derivatives involves amide activation with trifluoromethanesulfonic anhydride in the presence of 2-chloropyridine followed by π-nucleophile addition to the activated intermediate and annulation. Compatibility of this chemistry with various functional groups is noteworthy.

see article for more examples

Synthesis of Substituted Pyridine Derivatives via the Ruthenium-Catalyzed Cycloisomerization of 3-Azadienynes

M. Movassaghi, M. D. Hill, J. Am. Chem. Soc., 2006, 128, 4592-4593.

A Versatile Cyclodehydration Reaction for the Synthesis of Isoquinoline and β-Carboline Derivatives

M. Movassaghi, M. D. Hill, Org. Lett., 2008, 10, 3485-3488.

Single-Step Synthesis of Pyrimidine Derivatives

M. Movassaghi, M. D. Hill, J. Am. Chem. Soc., 2006, 128, 14254-14255.

Key Words

Pyridines, Quinolines

ID: J48-Y2007-2800