Ruthenium(II)/N-Heterocyclic Carbene Catalyzed [3+2] Carbocyclization with Aromatic NH Ketimines and Internal Alkynes

被引：123

作者：

Zhang, Jing ^{[1
]}

Ugrinov, Angel ^{[1
]}

Zhao, Pinjing ^{[1
]}

机构：

[1] N Dakota State Univ, Dept Chem & Biochem, Fargo, ND 58108 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 26期

关键词：

CH activation; indenamine; NH ketimines; N-heterocyclic carbenes; ruthenium; H BOND ACTIVATION; CARBON-HYDROGEN BONDS; C-H; ROOM-TEMPERATURE; HETEROCYCLIC CARBENES; BENZOPHENONE IMINE; ARYL CHLORIDES; RUTHENIUM; COMPLEXES; ANNULATION;

D O I：

10.1002/anie.201209031

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Convenient and highly efficient: Indenamines were synthesized using the title reaction, which occurs at ambient temperature, in the absence of oxidants or other metal salts, and in nonpolar solvents. A proposed mechanism involves imine-directed activation of an aromatic C-H bond, alkyne insertion, and carbocyclization by intramolecular imine insertion into Ru-alkenyl linkages. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：6681 / 6684

页数：4

共 67 条

[1]

Ackermann L., 2007, ANGEW CHEM, V119, P6482

[2] Cycloruthenated Complexes from Iminophosphoranes: Synthesis, Structure, and Reactivity with Internal Alkynes [J].

Aguilar, David ;

Bielsa, Raquel ;

Soler, Tatiana ;

Urriolabeitia, Esteban P. .

ORGANOMETALLICS, 2011, 30 (03) :642-648

[3] Preparation of imine complexes of ruthenium and osmium stabilised by [MCl(η6-p-cymene)(PR3)]+ fragments [J].

Albertin, Gabriele ;

Antoniutti, Stefano ;

Castro, Jesus .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2010, 695 (04) :574-579

[4] Cyclometalation Using d-Block Transition Metals: Fundamental Aspects and Recent Trends [J].

Albrecht, Martin .

CHEMICAL REVIEWS, 2010, 110 (02) :576-623

[5]

[Anonymous], 2010, ANGEW CHEM INT ED, V49, P8181

[6]

[Anonymous], 2011, ANGEW CHEM, DOI DOI 10.1002/ANGE.201101943

[7]

[Anonymous], 2009, ITY ANGEW CHEM INT

[8]

[Anonymous], 2011, ANGEW CHEM INT ED, V50, P11098

[9]

[Anonymous], 2006, ANGEW CHEM

[10]

[Anonymous], 2009, ANGEW CHEM INT ED, V48, P1849

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