Rhenium-catalyzed synthesis of indene derivatives via C-H bond activation

被引:21
|
作者
Kuninobu, Yoichiro [1 ]
Nishina, Yuta [1 ]
Kawata, Atsushi [1 ]
Shouho, Makoto [1 ]
Takai, Kazuhiko [1 ]
机构
[1] Okayama Univ, Div Chem & Biochem, Grad Sch Nat Sci & Technol, Okayama 7008530, Japan
关键词
rhenium; C-H activation; indene; atom-economical;
D O I
10.1351/pac200880051149
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Rhenium complex, [ReBr(CO)(3)(thf)](2)-catalyzed reactions between aromatic imines and either acetylenes or alpha,beta-unsaturated carbonyl compounds gave indene derivatives in good to excellent yields. These reactions proceed via C-H bond activation, insertion of acetylenes or alpha,beta-unsaturated carbonyl compounds, intramolecular nucleophilic cyclization, and reductive elimination. Indene derivatives were also obtained from aromatic ketones and alpha,beta-unsaturated carbonyl compounds in the presence of catalytic amounts of the rhenium complex and p-anisidine. Sequential ruthenium-catalyzed hydroamination of aromatic acetylenes with anilines, and rhenium-catalyzed reactions of the formed aromatic ketimines with alpha,beta-unsaturated carbonyl compounds also provided indene derivatives.
引用
收藏
页码:1149 / 1154
页数:6
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