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Ruthenium(II)/N‐Heterocyclic Carbene Catalyzed [3+2] Carbocyclization with Aromatic NH Ketimines and Internal Alkynes
Author(s) -
Zhang Jing,
Ugrinov Angel,
Zhao Pinjing
Publication year - 2013
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201209031
Subject(s) - imine , ruthenium , intramolecular force , alkyne , carbene , chemistry , catalysis , medicinal chemistry , polymer chemistry , combinatorial chemistry , photochemistry , stereochemistry , organic chemistry
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 CH bond, alkyne insertion, and carbocyclization by intramolecular imine insertion into Ru–alkenyl linkages.