Palladium-catalyzed one-step synthesis of isoindole-1,3-diones by carbonylative cyclization of o-halobenzoates and primary amines.
The palladium-catalyzed aminocarbonylation of o-halobenzoates produces 2-substituted isoindole-1,3-diones in good yields. This methodology provides a good one-step approach to this important class of heterocycles and tolerates a variety of functional groups, including methoxy, alcohol, ketone, and nitro groups.
Worlikar
Shilpa A
SA
Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
Larock
Richard C
RC
D000588:Amines / Q000737:chemistry*; D001970:Bromobenzoates / Q000737:chemistry*; D002384:Catalysis; D002723:Chlorobenzoates / Q000737:chemistry*; D003500:Cyclization; D007463:Iodobenzoates / Q000737:chemistry*; D054833:Isoindoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
D000588:Amines; D001970:Bromobenzoates; D002723:Chlorobenzoates; D007463:Iodobenzoates; D054833:Isoindoles; D010165:Palladium