A novel strategy for the synthesis of oxygenated phenanthrenes involving a combination of Ullmann and McMurry reactions

被引:32
作者
Gies, AE [1 ]
Pfeffer, M [1 ]
机构
[1] Univ Strasbourg 1, Lab Synth Metalloinduites, UMR 7513 CNRS, F-67070 Strasbourg, France
关键词
D O I
10.1021/jo982522r
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A general synthetic procedure for the preparation of polyoxygenated phenanthrenes from substituted derivatives of benzaldehyde is described. The key compound is a 6,6'-biphenyl-1, 1'-dicarboxaldehyde intermediate formed through an ambient temperature Ullmann coupling. The subsequent McMurry condensation gave rise to the phenanthrene in 45-57% yields.
引用
收藏
页码:3650 / 3654
页数:5
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