An efficient, metal-free, room temperature aromatization of Hantzsch-1,4-dihydropyridines with urea-hydrogen peroxide adduct, catalyzed by molecular iodine

被引：68
|
作者：
Filipan-Litvic, Mirela [1 ]
Litvic, Mladen [1 ]
Vinkovic, Vladimir [2 ]
机构：
[1] BELUPO Pharmaceut Inc, R&D, Koprivnica 48000, Croatia
[2] Rudjer Boskovic Inst, Zagreb 10002, Croatia
来源：
TETRAHEDRON | 2008年 / 64卷 / 24期
关键词：
1,4-dihydropyridines; aromatization; catalytic; iodine; urea-hydrogen peroxide adduct;
D O I：
10.1016/j.tet.2008.04.040
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A mild, highly efficient and metal-free synthetic method for aromatization of 1,4-dihydropyridines employing urea-hydrogen peroxide adduct as oxidant catalyzed by 20 mol % of molecular iodine was developed. The reaction was carried out in ethyl acetate at room temperature and the products were isolated in high to excellent yields. A plausible free-radical mechanism is proposed based on results obtained with derivatives having alkyl and aryl substituents in the 1,4-dihydropyridine ring. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5649 / 5656
页数：8
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