Practical, Modular, and General Synthesis of 3-Coumaranones through Gold-Catalyzed Intermolecular Alkyne Oxidation Strategy

被引:34
|
作者
Shu, Chao [1 ,2 ]
Liu, Rongfu [2 ,3 ]
Liu, Shuang [1 ,2 ]
Li, Jian-Qiao [1 ,2 ]
Yu, Yong-Fei [1 ,2 ]
He, Qiao [2 ,3 ]
Lu, Xin [2 ,3 ]
Ye, Long-Wu [1 ,2 ,4 ]
机构
[1] Xiamen Univ, Key Lab Chem Biol Fujian Prov, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Peoples R China
[2] Xiamen Univ, Coll Chem & Chem Engn, Dept Chem, Xiamen 361005, Fujian, Peoples R China
[3] Xiamen Univ, Key Lab Theoret & Computat Chem Fujian Prov, State Key Lab Phys Chem Solid Surfaces, Xiamen 361005, Fujian, Peoples R China
[4] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
alkynes; gold; heterocycles; homogeneous catalysis; oxidation; OXONIUM YLIDES; SIGMATROPIC REARRANGEMENT; OXYGEN HETEROCYCLES; EFFICIENT SYNTHESIS; TERMINAL ALKYNES; AURONES; CARBENES; POTENT; CYCLIZATION; INHIBITORS;
D O I
10.1002/asia.201403032
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A gold-catalyzed intermolecular alkyne oxidation for the preparation of 3-coumaranones has been developed. Using 8-isopropylquinoline N-oxides as oxidants, the reactions of o-ethynylanisoles afford versatile 3-coumaranones in moderate to good isolated yields. The synthetic utility of this chemistry is also indicated by the synthesis of the natural product sulfuretin.
引用
收藏
页码:91 / 95
页数:5
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