Logic design and synthesis of quinoxalines via the integration of iodination/oxidation/cyclization sequences from ketones and 1,2-diamines

被引：70
|
作者：
Lian, Mi [2 ]
Li, Qi [2 ]
Zhu, Yanping [1 ,2 ]
Yin, Guodong
Wu, Anxin [2 ]
机构：
[1] Hubei Normal Univ, Hubei Key Lab Pollutant Anal & Reuse Technol, Huangshi 435002, Peoples R China
[2] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Peoples R China
来源：
TETRAHEDRON | 2012年 / 68卷 / 47期
基金：
中国国家自然科学基金;
关键词：
Quinoxaline; I-2/CuO; One-pot reaction; 1,2-Diamines; Logic design; ONE-POT SYNTHESIS; MICROWAVE IRRADIATION; O-PHENYLENEDIAMINES; CATALYZED SYNTHESIS; AEROBIC OXIDATION; MOLECULAR-IODINE; TANDEM OXIDATION; DERIVATIVES; EFFICIENT; PROTOCOL;
D O I：
10.1016/j.tet.2012.09.056
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel protocol for the synthesis of quinoxalines has been developed from simple ketones and 1,2-diamines. This process underwent a logic approach to bis-substituted quinoxalines via a consecutive iodination/Kornblum oxidation/cyclization in the presence of I-2/CuO/DMSO and to mono-substituted quinoxalines via an iodination/cyclization/aromatization in the presence of I-2/CuO/K3PO4 center dot 3H(2)O. (c) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：9598 / 9605
页数：8
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