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Directed CH Alkenylation of Quinoline N ‐Oxides at the C‐8 Position Using a Cationic Rhodium(I) Catalyst
Author(s) -
Shibata Takanori,
Matsuo Yusuke
Publication year - 2014
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201400223
Subject(s) - quinoline , chemistry , rhodium , cationic polymerization , moiety , regioselectivity , catalysis , medicinal chemistry , oxide , polymer chemistry , organic chemistry
The cationic rhodium‐catalyzed alkenylation proceeds at the C‐8 position of quinoline N ‐oxides. Regioselective CH bond activation was achieved by the directing effect of the anionic oxygen of an N ‐oxide moiety, which can be readily removed by reductive treatment. A variety of 8‐alkenylated quinoline N ‐oxides was obtained in moderate to high yields.