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Updated: Jul 8, 2025

Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
Divergent Synthesis of Quinolines: Exploiting the Duality of Free Radicals
Runwei Jiao1,2, Xuhong Ren1, Xiheng Li1,2
1Shenyang Pharmaceutical University, Shenyang 110016, China.
Abstract:
Herein, we present a green scheme for the divergent synthesis of two polysubstituted quinolines from a singular substrate via exploiting free-radical duality. Photocatalytically generated imine radicals produce 3,4-disubstituted quinolines via a novel rearrangement in the presence of an inorganic base. Alternatively, they react in the presence of an organic base to furnish 2,3-disubstituted quinolines. Mechanism studies support the hypothesis that the electrophilic/nucleophilic bias of free radicals can be adjusted by altering the reaction conditions.
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