Lewis acid-promoted direct substitution of 2-methoxy-3-cyanopyridines by organo cuprates. Part 3: Facile preparation of nicotinamide and nicotinic acid derivatives

被引：9

作者：

Abdel-Aziz, Alaa A. -M. ^{[1
]}

机构：

[1] King Saud Univ, Dept Pharmaceut Chem, Coll Pharm, Riyadh 11451, Saudi Arabia

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 16期

关键词：

D O I：

10.1016/j.tetlet.2007.02.096

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

2-Methoxy-3-cyano-4,6-diarylpyridines were subjected to Lewis acid-promoted nucleophilic displacement reactions with various organo cuprates to afford the corresponding 2,4,6-trisubstituted nicotinonitriles. Subsequent hydrolysis of compounds 10 and 11 afforded the corresponding 2,4,6-trisubstituted nicotinic acid 22 and nicotinamide 23 derivatives, respectively. The mechanism of the displacement reaction has been studied experimentally and by molecular modeling calculations. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：2861 / 2865

页数：5

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