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Synthesis of 2-Alkenylquinoline by Reductive Olefination of Quinoline N-Oxide under Metal-Free Conditions

Author:
Xia, Hong, Liu, Yuanhong, Zhao, Peng, Gou, Shaohua, Wang, Jun
Source:
Organic letters 2016 v.18 no.8 pp. 1796-1799
ISSN:
1523-7052
Subject:
chemical structure, cycloaddition reactions, quinoline
Abstract:
Synthesis of 2-alkenylquinoline by reductive olefination of quinoline N-oxide under metal-free conditions is disclosed. Practically, the reaction could be performed with quinoline as starting material via a one-pot, two-step process. A possible mechanism is proposed that involves a sequential 1,3-dipolar cycloaddition and acid-assisted ring opening followed by a dehydration process.
Agid:
5792620