Reaction of quinoline 1-oxides with sodium methoxide in the presence of lead(IV) acetate

被引:0
作者
Tagawa, Y
Tanaka, K
Yamashita, K
Goto, Y
Hamana, M
机构
[1] Fukuoka Univ, Fac Pharmaceut Sci, Jonan Ku, Fukuoka 8140180, Japan
[2] Japan Inst Heterocycl Chem, Minato Ku, Tokyo 1070051, Japan
关键词
deoxygenation; N-oxide group; 2-methoxyquinoline; 1-oxide; 4-substituted; radical initiator;
D O I
10.3987/COM-01-9295
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the presence of lead(IV) acetate, the reaction of quinoline 1-oxide with methoxide anion under various reaction conditions gives, 2-methoxyquinoline 1-oxide without deoxygenation of A oxide group. Reaction of 4-substituted quinoline 1-oxides with methoxide anion also resulted in the corresponding 4-substituted 2-methoxyquinoline 1-oxides under the same reaction conditions. As the reaction mechanism, ionic pathway is suggested rather than radical pathway through the investigation using radical initiators.
引用
收藏
页码:1771 / +
页数:8
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