A new ruthenium-catalyzed approach for quinoxalines from o-phenylenediamines and vicinal-diols

被引：90
作者：
Cho, Chan Sik [1 ]
Oh, Sung Gi
机构：
[1] Kyungpook Natl Univ, Ind Technol Res Inst, Taegu 702701, South Korea
[2] Kyungpook Natl Univ, Dept Appl Chem, Taegu 702701, South Korea
来源：
TETRAHEDRON LETTERS | 2006年 / 47卷 / 32期
关键词：
cyclization; o-Phenylenediamines; quinoxalines; ruthenium catalyst; vicinal-diols;
D O I：
10.1016/j.tetlet.2006.06.038
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
o-Phenylenediamines react with an array of vicinal-diols in diglyme in the presence of a catalytic amount of a ruthenium catalyst along with KOH to afford the corresponding quinoxalines in good yields. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5633 / 5636
页数：4
相关论文
共 35 条
[1]  
Backball J.-E., 1992, PERSPECTIVES COORDIN, P463
[2]  
CHENG CC, 1982, ORG REACTIONS, V28, P37
[3]   Synthesis of quinolines via ruthenium-catalysed amine exchange reaction between anilines and trialkylamines [J].
Cho, CS ;
Oh, BH ;
Kim, JS ;
Kim, TJ ;
Shim, SC .
CHEMICAL COMMUNICATIONS, 2000, (19) :1885-1886
[4]   Ruthenium-catalyzed oxidative coupling and cyclization between 2-aminobenzyl alcohol and secondary alcohols leading to quinolines [J].
Cho, CS ;
Kim, BT ;
Choi, HJ ;
Kim, TJ ;
Shim, SC .
TETRAHEDRON, 2003, 59 (40) :7997-8002
[5]   Ruthenium-catalyzed one-pot β-alkylation of secondary alcohols with primary alcohols [J].
Cho, CS ;
Kim, BT ;
Kim, HS ;
Kim, TJ ;
Shim, SC .
ORGANOMETALLICS, 2003, 22 (17) :3608-3610
[6]   Ruthenium-catalyzed regioselective synthesis of 2-substituted indoles via ring-opening of epoxides by anilines [J].
Cho, CS ;
Kim, JH ;
Choi, HJ ;
Kim, TJ ;
Shim, SC .
TETRAHEDRON LETTERS, 2003, 44 (14) :2975-2977
[7]   Ruthenium-catalyzed regioselective α-alkylation of ketones with primary alcohols [J].
Cho, CS ;
Kim, BT ;
Kim, TJ ;
Shim, SC .
TETRAHEDRON LETTERS, 2002, 43 (44) :7987-7989
[8]   An unusual type of ruthenium-catalyzed transfer hydrogenation of ketones with alcohols accompanied by C-C coupling [J].
Cho, CS ;
Kim, BT ;
Kim, TJ ;
Shim, SC .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (26) :9020-9022
[9]   Ruthenium-catalysed oxidative cyclisation of 2-aminobenzyl alcohol with ketones: modified Friedlaender quinoline synthesis [J].
Cho, CS ;
Kim, BT ;
Kim, TJ ;
Shim, SC .
CHEMICAL COMMUNICATIONS, 2001, (24) :2576-2577
[10]   Ruthenium-catalyzed reductive cyclization of nitroarenes with trialkylamines leading to quinolines [J].
Cho, CS ;
Kim, TK ;
Kim, BT ;
Kim, TJ ;
Shim, SC .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 650 (1-2) :65-68
1234