Synthesis of Highly Functionalized 9,10-Phenanthrenequinones by Oxidative Coupling Using MoCl5

被引:54
|
作者
Trosien, Simon [1 ]
Waldvogel, Siegfried R. [1 ]
机构
[1] Johannes Gutenberg Univ Mainz, Inst Organ Chem, D-55128 Mainz, Germany
关键词
SCHOLL REACTION; IODINATED BIARYLS; PHENANTHRAQUINONE; DERIVATIVES; EFFICIENT; DEHYDRODIMERIZATION; BULBOPHYLLANTHRONE; INHIBITORS; MECHANISM; OXIDANT;
D O I
10.1021/ol300948u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The strong oxidative power of molybdenum pentachloride gives rise to an efficient oxidative C-C bond formation of benzil derivatives to the corresponding 9,10-phenanthrenequinones. A highly complementary method to previous approaches was developed. The required derivatives are accessible in a modular fashion and in excellent yields. By this approach the orchid-derived natural product cypripediquinone A was synthesized for the first time.
引用
收藏
页码:2976 / 2979
页数:4
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