Rhenium-catalyzed synthesis of indene derivatives via C-H bond activation
Rhenium-catalyzed synthesis of indene derivatives via C-H bond activation
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DOI：
10.1351/pac200880051149
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发表时间：
2008-01
影响因子：
1.8
通讯作者：
Y. Kuninobu;Y. Nishina;A. Kawata;M. Shouho;K. Takai
中科院分区：
文献类型：
--
作者：
Y. Kuninobu;Y. Nishina;A. Kawata;M. Shouho;K. Takai
铼配合物[ReBr（CO）3（thf）]2催化芳香亚胺与炔类或α，β-不饱和羰基化合物的反应，得到了高产率的茚衍生物。这些反应通过C-H键活化、插入乙炔或α，β-不饱和羰基化合物、分子内亲核环化和还原消除进行。在催化量的配合物和对氨基苯甲醚存在下，芳香酮和α，β-不饱和羰基化合物也可得到茚衍生物。芳族乙炔与苯胺的连续的铼催化的氢胺化，以及所形成的芳族酮亚胺与α，β-不饱和羰基化合物的铼催化的反应也提供茚衍生物。
Abstract Rhenium complex, [ReBr(CO)3(thf)]2-catalyzed reactions between aromatic imines and either acetylenes or α,β-unsaturated carbonyl compounds gave indene derivatives in good to excellent yields. These reactions proceed via C-H bond activation, insertion of acetylenes or α,β-unsaturated carbonyl compounds, intramolecular nucleophilic cyclization, and reductive elimination. Indene derivatives were also obtained from aromatic ketones and α,β-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 α,β-unsaturated carbonyl compounds also provided indene derivatives.