Iridium-Catalyzed Intramolecular Enantioselective C-H Alkylation at the C-2 Position of N-Alkenylindoles

被引:68
作者
Shibata, Takanori [1 ,2 ]
Ryu, Naoto [1 ]
Takano, Hideaki [1 ]
机构
[1] Waseda Univ, Sch Adv Sci & Engn, Dept Chem & Biochem, Shinjuku Ku, Tokyo 1698555, Japan
[2] ACT C, JST, Kawaguchi, Saitama 3320012, Japan
关键词
alkylation; C-H activation; enantioselectivity; indoles; iridium catalysts; REVERSIBLE ALPHA-ELIMINATION; BOND ACTIVATION; ALLYLIC ALCOHOLS; INDOLES; ALKENES; FUNCTIONALIZATION; ARYL; HYDROHETEROARYLATION; HYDROARYLATION; IDENTIFICATION;
D O I
10.1002/adsc.201401163
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Intramolecular enantioselective alkylation of N-alkenylindoles proceeded via C-H bond cleavage at the C-2 position in the presence of a cationic iridium catalyst with a diphosphine ligand. Aroyl groups at the C-3 position of the indoles operated as effective directing groups, and chiral 1-substituted-2,3-dihydro-1H-pyrrolo[1,2-a] indoles were obtained in high yield with excellent ee.
引用
收藏
页码:1131 / 1135
页数:5
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