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: movassagmit.edu
M. Movassaghi, M. D. Hill, O. K. Ahmad, J. Am. Chem. Soc., 2007, 129, 10096-10097.
DOI: 10.1021/ja073912a (free Supporting Information)
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.
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M. Movassaghi, M. D. Hill, J. Am. Chem. Soc., 2006, 128, 4592-4593.
M. Movassaghi, M. D. Hill, Org. Lett., 2008, 10, 3485-3488.
M. Movassaghi, M. D. Hill, J. Am. Chem. Soc., 2006, 128, 14254-14255.