Iridium( I)-Catalyzed Direct C-H Bond Alkylation of the C-7 Position of Indolines with Alkenes

被引:85
作者
Pan, Shiguang [1 ]
Ryu, Naoto [1 ]
Shibata, Takanori [1 ,2 ]
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
alkenes; alkylation; CH functionalization; iridium catalysts; N-substituted indolines; REVERSIBLE ALPHA-ELIMINATION; SELECTIVE SYNTHESIS; INDOLES; ACTIVATION; FUNCTIONALIZATION; ARYLATION; NITROGEN; MECHANISM; ALKENYLATION; 2-ALKYLATION;
D O I
10.1002/adsc.201300917
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A cationic iridium-catalyzed C-7 alkylation of N-substituted indoline derivatives with various alkenes has been developed. A variety of 7-alkylindolines were obtained in moderate to high yields. This protocol relies on the use of the carbonyl group on the nitrogen atom of indoline as a directing group and it is potentially applicable to the large-scale synthesis of 7-alkylindoles.
引用
收藏
页码:929 / 933
页数:5
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