Reductive Cyclization of o-Nitrophenyl Propargyl Alcohols: Facile Synthesis of Substituted Quinolines
Matthew J. Sandelier and Philip DeShong*
*Department of Chemistry and Biochemistry, University of
Maryland, College Park, Maryland 20742, Email: deshong
umd.edu
M. J. Sandelier, P. DeShong, Org. Lett., 2007, 9, 3209-3212.
DOI: 10.1021/ol0710921
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Abstract
Reduction of secondary and tertiary o-nitrophenyl propargyl alcohols followed by acid-catalyzed Meyer-Schuster rearrangement gave 2-substituted and 2,4-disubstituted quinolines, respectively in good yields.
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proposed mechanism
Key Words
Quinolines, Meyer-Schuster Rearrangement
ID: J54-Y2007-2650
