Rhodium(I)-Catalyzed Cycloisomerization of Nitrogen-Tethered Indoles and Alkylidenecyclopropanes: Convenient Access to Polycyclic Indole Derivatives

被引:32
作者
Zhang, Di-Han [1 ]
Tang, Xiang-Ying [1 ]
Wei, Yin [1 ]
Shi, Min [1 ]
机构
[1] 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
alkylidenecyclopropanes; cycloisomerization; indoles; polycyclic indoles; rhodium; tetrahydrocarbolines; 3+2 INTRAMOLECULAR CYCLOADDITION; RING ENLARGEMENT; METHYLENECYCLOPROPANES; ALKALOIDS; ALK-5-YNYLIDENECYCLOPROPANES; ALKENYLIDENECYCLOPROPANES; HYDROAMINATION; CONSTRUCTION; CHEMISTRY; ALKYNES;
D O I
10.1002/chem.201302331
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
At the end of its tether: A new synthetic protocol for the preparation of polycyclic indole derivatives has been developed from a rhodium(I)-catalyzed cycloisomerization of a nitrogen-tethered indole and alkylidenecyclopropane, affording the corresponding tetrahydro-β-carboline derivatives in moderate to good yields (see scheme). Further transformations give a direct and rapid route to tetracyclic compounds through transition-metal catalysis. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:13668 / 13673
页数:6
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