109329-08-0Relevant articles and documents
The Chemistry of Phthalide-3-carboxylic Acid. V The Reaction of the Acid with Imines
Chiefari, John,Janowski, Wit K.,Prager, Rolf H.
, p. 49 - 60 (2007/10/02)
Phthalide-3-carboxylic acids decarboxylate readily in the presence of imines, the product depending on the solvent used.In dimethyl sulfoxide, or in the absence of solvent, at 130 deg, the product is the 3-alkyl 3-hydroxyisoindolone or its dehydration product, but in acetic anhydride at 130 deg the product is a mixture of diastereoisomeric 3-acetylaminoalkylphthalides.The reactions can be applied to the synthesis of natural products such as the isoindoloisoquinoline and phthalideisiquinoline alkaloids.