4.7 Article

Ionic-liquid-promoted palladium-catalyzed multicomponent cyclocarbonylation of o-iodoanilines and allenes to form methylene-2,3-dihydro-1H-quinolin-4-ones

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 72, Issue 9, Pages 3218-3222

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo0624851

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The palladium-catalyzed cyclocarbonylation reaction of o-iodoanilines with allenes and CO in 1-butyl-3-methylimidazolium hexafluorophosphate afforded 3-methylene-2,3-dihydro-1H-quinolin-4-ones in moderate to excellent yields under a low pressure (5 atm) of CO. The ionic liquid, as the solvent and promoter, enhances the efficiency of the cyclocarbonylation reaction. The recyclability of the system of ionic liquid/catalyst/ligand was also demonstrated.

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