Ruthenium-catalyzed oxidative coupling and cyclization between 2-aminobenzyl alcohol and secondary alcohols leading to quinolines

被引：150

作者：

Cho, CS ^{[2
]}

Kim, BT

Choi, HJ

Kim, TJ

Shim, SC

机构：

[1] Kyungpook Natl Univ, Dept Ind Chem, Taegu 702701, South Korea

[2] Kyungpook Natl Univ, Ind Technol Res Inst, Taegu 702701, South Korea

来源：

TETRAHEDRON | 2003年 / 59卷 / 40期

关键词：

2-aminobenzyl alcohol; cyclization; oxidative coupling; quinolines; ruthenium catalyst; secondary alcohols;

D O I：

10.1016/j.tet.2003.08.027

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Aminobenzyl alcohol is oxidatively coupled and cyclized with secondary alcohols in dioxane at 80degreesC in the presence of a catalytic amount of RuCl2(PPh3)(3) and KOH along with 1-dodecene as a sacrificial hydrogen acceptor to give the corresponding quinolines in good yields. The cyclization is applicable to a wide range of alkyl(aryl) and alkyl(alkyl) carbinols. The catalytic pathway seems to be proceeded via a sequence involving initial oxidation of both substrates to carbonyl compounds, cross aldol reaction, and cyclodehydration. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：7997 / 8002

页数：6

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