Cobalt-Catalyzed Direct Carbonylation of Aminoquinoline Benzamides

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...

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Veröffentlicht in:	Organic letters 2014-09, Vol.16 (17), p.4688-4690
Hauptverfasser:	Grigorjeva, Liene, Daugulis, Olafs
Format:	Artikel
Sprache:	eng
Schlagworte:	acrylic acid air ambient temperature Aminoquinolines - chemistry benzamides Benzamides - chemistry carbon monoxide Catalysis chemical reactions Cobalt - chemistry halogens imides Letter manganese moieties Molecular Structure oxidants Oxidation-Reduction oxygen Phthalimides - chemical synthesis solvents
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Beschreibung
Zusammenfassung:	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.
ISSN:	1523-7060 1523-7052 1523-7052
DOI:	10.1021/ol502007t