Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 18, Issue 5, Pages 975-982Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9ob02427a
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Funding
- Ministry of Science and Technology, Taiwan [MOST107-2113-M-002-005]
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A new method for the preparation of 2-amino-3-cyanoquinolines from readily available aryldiazonium salts, 2-aminoarylketones, and malononitrile via a cascade reaction is reported. This one-pot approach involves the in situ generation of an N-arylnitrilium intermediate from the direct reaction of aryldiazonium salts and malononitrile, which undergoes intermolecular amination, Knoevenagel condensation, and then aromatization to yield the desired compound in moderate to good yields. This methodology features a quick assembly of C2 and C3 functionalized quinolines.
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