Sulfone-mediated synthesis of polysubstituted pyridines

被引：25

作者：

Craig, D ^{[1
]}

Henry, GD ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AZ, England

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 15期

基金：

英国工程与自然科学研究理事会;

关键词：

allylation; 1,6-dienes; palladium-catalysed; pyridines; sulfone;

D O I：

10.1016/j.tetlet.2005.02.105

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Base-mediated and/or palladium(0)-catalysed bis(allylation) of alkyl 2-(tolylsulfonyl)acetates gives 1,6-dienes, which upon ozonolytic cleavage of the double bonds and ammonolysis give 2,6-disubstituted pyridine-4-carboxylic esters. Decarboxylation of one of the 1,6-diene intermediates followed by deprotonation-alkylation and ozonolysis-ammonolysis gives a 2,4,6-trisubstituted pyridine. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：2559 / 2562

页数：4

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