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Updated: Sep 28, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Site-selective C5-H and N-H alkylation of unprotected 8-aminoquinolines
Ozge Turbedaroglu1, Ferruh Lafzi1, Haydar Kilic1
1Faculty of Sciences, Department of Chemistry, Atatürk University, Erzurum 25240, Turkey. hydk@atauni.edu.tr.
Abstract:
8-Aminoquinolines are the building blocks of many pharmaceutical compounds, which has motivated the scientific community to develop new ways to derivatize these compounds. In this work, we performed a site-selective C5-H and N-H alkylation of 8-aminoquinolines using para-quinone methides under extremely mild conditions. C5-H alkylation was performed using protecting group-free 8-aminoquinolines and in metal-free conditions. N-H alkylations were also carried out under mild conditions. All corresponding alkylation products were obtained in high to excellent yields.
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