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

被引:122
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
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
收藏
页码:6681 / 6684
页数:4
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