Silica supported perchloric acid (HClO4-SiO2):: an efficient and recyclable heterogeneous catalyst for the one-pot synthesis of amidoalkyl naphthols

被引:173
|
作者
Shaterian, Hamid Reza [1 ]
Yarahmadi, Hossein [1 ]
Ghashang, Majid [1 ]
机构
[1] Univ Sistan & Baluchestan, Fac Sci, Dept Chem, Zahedan, Iran
关键词
silica supported perchloric acid; amidoalkyl naphthol; multi-component reaction; recyclable heterogeneous catalyst; SOLVENT-FREE CONDITIONS; HIGHLY EFFICIENT; REUSABLE CATALYST; AMBIENT CONDITIONS; GREEN CHEMISTRY; MILD; CONDENSATION; DERIVATIVES; ALDEHYDES; LIMITATIONS;
D O I
10.1016/j.tet.2007.11.070
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and direct protocol for the preparation of amidoalkyl naphthols employing a multi-component and one-pot condensation reaction of 2-naphthol, aromatic aldehydes, and acetonitrile or acetamide in the presence of silica supported perchloric acid under solvent, solvent-free, and microwave irradiation conditions is described. The present protocol with HClO4-SiO2 catalyst is superior to the recently reported catalytic methods. It is noteworthy that 1-amidomethyl-2-naphthols can be converted into important 'drug like' 1-aminomethyl-2-naphthol derivatives by amide hydrolysis. (c) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1263 / 1269
页数:7
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