Strategies and Synthetic Methods Directed Toward the Preparation of Libraries of Substituted Isoquinolines
Emelia Awuah and Alfredo Capretta*
*Department of Chemistry and Chemical Biology, McMaster
University, Hamilton, Ontario, Canada, L8S 4M1, Email:
caprettamcmaster.ca
E. Awuah, A. Capretta, J. Org. Chem., 2010, 75, 5627-5634.
DOI: 10.1021/jo100980p
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Abstract
Microwave-assisted Bischler-Napieralski or Pictet-Spengler reactions allowed the production of substituted isoquinoline libraries. The generated dihydroisoquinolines and tetrahydroisoquinolines could be oxidized to their corresponding isoquinoline analogues. A more practical and efficient route to C1- and C4-substituted isoquinolines involves the preparation and activation of isoquinolin-1(2H)-ones.
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Key Words
Tetrahydroisoquinolines, Dihydroisoquinolines, Pictet-Spengler Reaction, Bischler-Napieralski Reaction, Microwave Synthesis
ID: J42-Y2010-2330