Facile entry to polycyclic indolylhydroquinoline skeletons via tandem C-alkylation and intramolecular S-alkylation |
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Authors: | Firouz Matloubi Moghaddam Zohreh Mirjafary Hamdollah Saeidian Salman Taheri Malihe Doulabi Mostafa Kiamehr |
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Institution: | Laboratory of Organic Synthesis and Natural Product, Department of Chemistry, Sharif University of Technology, PO Box 11155-9516 Tehran, Iran |
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Abstract: | An efficient, single step synthesis of hitherto unknown indole-annulated pentacyclic indolylhydroquinolines via tandem C-alkylation and intramolecular S-alkylation of indolin-2-thiones with N-alkylquinolinium salts in excellent yields (83-95%) is reported. This facile approach provides a powerful entry into polycyclic structures containing nitrogen and sulfur related to alkaloids. The structure of the product was determined by Röntgen crystal structure analysis. |
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