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Updated: Sep 23, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Preparation of 3-hydroxyquinolines from direct oxidation of dihydroquinolinium salts
Mani Ramanathan1, Jing Wan1, Shiuh-Tzung Liu1
1Department of Chemistry, National Taiwan University Taipei Taiwan 106 stliu@ntu.edu.tw.
Abstract:
A series of functionalized 3,4-dihydroquinolinium salts were prepared from the reaction of aryldiazonium salt with alkene in a nitrile solution. Further oxidation yielding either 3-hydroxyquinoline or quinoline products was investigated. A one-pot process from aryldiazonium salts, alkenes and nitriles leading to 3-hydroxyquinolines was also developed. Furthermore, an intramolecular trapping of an N-arylnitrilium ion with a vinyl group at the ortho position leading to 2-substituted quinolines was revealed.
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