Cobalt-Catalyzed Direct Carbonylation of Aminoquinoline Benzamides
Author(s) -
Liene Grigorjeva,
Olafs Daugulis
Publication year - 2014
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol502007t
Subject(s) - chemistry , phthalimides , carbonylation , catalysis , nitro , ether , carbon monoxide , halogen , cobalt , organic chemistry , solvent , benzoic acid , combinatorial chemistry , alkyl , phthalimide
A method for direct carbonylation of aminoquinoline benzamides has been developed. Reactions proceed at room temperature in trifluoroethanol solvent, use oxygen from air as an oxidant, and require Mn(OAc)3 as a cocatalyst. Benzoic and acrylic acid derivatives can be carbonylated by carbon monoxide affording imides in good yields. Halogen, nitro, ether, cyano, and ester functional groups are tolerated. The directing group can be removed under mild conditions affording phthalimides.
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