Tandem oxidation processes for the regioselective preparation of 5-substituted and 6-substituted 1,2,4-triazines

被引：21

作者：

Laphookhieo, Surat ^{[1
]}

Jones, Stuart ^{[1
]}

Raw, Steven A. ^{[1
]}

Sainz, Yolanda Fernandez ^{[1
]}

Taylor, Richard J. K. ^{[1
]}

机构：

[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England

来源：

TETRAHEDRON LETTERS | 2006年 / 47卷 / 23期

基金：

英国工程与自然科学研究理事会;

关键词：

D O I：

10.1016/j.tetlet.2006.03.178

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

alpha-Hydroxyketones undergo MnO2-mediated oxidation, followed by in situ trapping with 2-pyridylamidrazone, to give 3-pyridyl-5-substituted 1,2,4-triazines in a one-pot procedure, which avoids the need to isolate the reactive a-ketoaldehyde intermediates. By modifying this procedure to allow condensation prior to oxidation, the corresponding 6-substituted 1,2,4-triazines were obtained. The preparation of a novel unsymmetrical 2,2 '-bipyridine using one of the pyridyl 1,2,4-triazines prepared herein is also described. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：3865 / 3870

页数：6

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