Palladium-Catalyzed Ring-Expansion Reaction of Indoles with Alkynes: From Indoles to Tetrahydroquinoline Derivatives Under Mild Reaction Conditions

被引:87
作者
Shi, Zhuangzhi [1 ]
Zhang, Bo [1 ]
Cui, Yuxin [1 ]
Jiao, Ning [1 ,2 ]
机构
[1] Peking Univ, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Beijing 100191, Peoples R China
[2] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
基金
美国国家科学基金会;
关键词
alkynes; C-H activation; indoles; oxidation; palladium; POLYCYCLIC AROMATIC-HYDROCARBONS; H BOND FUNCTIONALIZATION; C-C; OXIDATIVE CYCLIZATION; DIOXYGEN ACTIVATION; MOLECULAR-OXYGEN; ARYLATION; CARBON; ALKENYLATION; ANNULATION;
D O I
10.1002/anie.201001237
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) A cut and shut job: The highly selective title reaction proceeds, using O2 as the oxidant, to afford tetrahydroquinoline derivatives. This chemistry offers a new approach to polysubstituted 4, 5-dihydrocyclopenta[c]quinolines, and also valuable mechanistic insight into this ring-expansion reaction. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:4036 / 4041
页数:6
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