Journal of Organic Chemistry 2007-04-27

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

Fangguo Ye, Howard Alper

Index: J. Org. Chem. 72(9) , 3218-22, (2007)

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Abstract

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.