Tandem oxidation processes for the preparation of nitrogen-containing heteroaromatic and heterocyclic compounds

被引:208
作者
Raw, SA [1 ]
Wilfred, CD [1 ]
Taylor, RJK [1 ]
机构
[1] Univ York, Dept Chem, York YO10 5DD, N Yorkshire, England
关键词
D O I
10.1039/b315689c
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
alpha-Hydroxy ketones undergo manganese dioxide-mediated oxidation followed by in situ trapping with aromatic or aliphatic 1,2-diamines to give quinoxalines or dihydropyrazines, respectively, in a one-pot procedure which avoids the need to isolate the highly reactive dicarbonyl intermediates. The scope and limitations of these procedures are outlined and modi. cations to this procedure are discussed in which reduction is carried out in the same reaction vessel, generating piperazines, or oxidation, leading to pyrazines.
引用
收藏
页码:788 / 796
页数:9
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