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Cobalt‐Catalyzed Regioselective Synthesis of Indenamine from o‐ Iodobenzaldimine and Alkyne: Intriguing Difference to the Nickel‐Catalyzed Reaction
Author(s) -
Liu ChuanChe,
Korivi Rajendra Prasad,
Cheng ChienHong
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200801457
Subject(s) - regioselectivity , catalysis , cobalt , alkyne , nickel , chemistry , combinatorial chemistry , isoquinoline , palladium , fluoride , hydrolysis , medicinal chemistry , organic chemistry , inorganic chemistry
Cobalt with a difference : In contrast to nickel‐ and palladium‐catalyzed reactions, the cobalt‐catalyzed reaction gave indenamine derivatives instead of isoquinoline derivatives. The difference of the regiochemistry and product formation with respect to the nickel‐catalyzed reaction was explained. The indenamines are readily converted to the corresponding indenimines in the presence of tetrabutylammonium fluoride and can then be hydrolyzed to indenones (see scheme).