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
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
收藏
页码:3865 / 3870
页数:6
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