Synthesis of Isoquinolines and Pyridines by the Palladium- and Copper-Catalyzed Coupling and Cyclization of Terminal Acetylenes
Kevin R. Roesch and Richard C. Larock
*Department of Chemistry, Iowa State University, Ames, Iowa 50011, United States,
Email: larock
iastate.edu
K. R. Roesch, R. C. Larock, Org. Lett., 1999, 1, 553-556.
DOI: 10.1021/ol990067v
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Abstract
A palladium-catalyzed coupling of tert-butylimine of o-iodobenzaldehyde with aryl- and alkenyl-substituted terminal acetylenes followed by a copper-catalyzed cyclization provide isoquinolines in excellent yields and short reaction times, whereas 3-halo-2-alkenals can similarly be converted into pyridines.
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Synthesis of Isoquinolines and Naphthyridines by Electrophilic Ring Closure of Iminoalkynes
Q. Huang, J. A. Hunter, R. C. Larock, Org. Lett., 2001, 3, 2973-2976.
Key Words
Isoquinolines, Sonogashira coupling
ID: J54-Y1999
