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Updated: Dec 31, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Synthesis of 2-arylamino-3-cyanoquinolines via a cascade reaction through a nitrilium intermediate
Mani Ramanathan1, Jing Wan1, Yi-Hung Liu1
1Department of Chemistry, National Taiwan University, Taipei 106, Taiwan. stliu@ntu.edu.tw.
Abstract:
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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