A rhodium-catalyzed route for oxidative coupling and cyclization of 2-aminobenzyl alcohol with ketones leading to quinolines

被引：49
|
作者：
Cho, CS [1 ]
Seok, HJ
Shim, SC
机构：
[1] Kyungpook Natl Univ, Ind Technol Res Inst, Taegu 702701, South Korea
[2] Kyungpook Natl Univ, Dept Appl Chem, Coll Engn, Taegu 702701, South Korea
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2005年 / 42卷 / 06期
关键词：
D O I：
10.1002/jhet.5570420630
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
2-Aminobenzyl alcohol undergoes oxidative cyclization with aryl(alkyl), alkyl(alkyl) and cyclic ketones in dioxane at 80 degrees in the presence of a catalytic amount of RhCI(PPh3)(3) along with KOH to afford the corresponding quinolines in good yields. The catalytic pathway seems to be proceeded via a sequence involving initial oxidation of 2-aminobenzyl alcohol to 2-aminobenzaldehyde by a rhodium catalyst, cross aldol reaction between 2-aminobenzaldehyde and ketones, and cyclodehydration.
引用
收藏
页码：1219 / 1222
页数：4
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