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Synfacts 2010(8): 0870-0870
DOI: 10.1055/s-0030-1257844
DOI: 10.1055/s-0030-1257844
Synthesis of Heterocycles
© Georg Thieme Verlag
Stuttgart ˙ New York
One-Step Synthesis of Annulated Hydroquinolines
F. M. Moghaddam*, Z. Mirjafary, H. Saeidian, S. Taheri, B. Soltanzadeh
Sharif University of Technology, Tehran and Payame Noor University, Zanjan, Iran
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Publikationsverlauf
Publikationsdatum:
22. Juli 2010 (online)
Significance
Reported is a one-pot synthesis of hitherto unknown polyheterocyclic annulated hydroquinoline systems via tandem C-alkylation and intramolecular O-alkylation of 4-hydroxycoumarin or 4-hydroxypyran-2-one via quinolinium salts. The method is useful and attractive, starting from commercially available and/or easily prepared starting materials affording complex alkaloid-like structures in high yields. The substrate scope was modestly studied.