19732-69-5Relevant academic research and scientific papers
Metal-free tandem reaction in water: An efficient and regioselective synthesis of 3-hydroxyisoindolin-1-ones
Zhou, Yu,Zhai, Yun,Li, Jian,Ye, Deju,Jiang, Hualiang,Liu, Hong
supporting information; experimental part, p. 1397 - 1404 (2010/09/16)
A mild and effective method was developed for the construction of heterocyclic building blocks 3-hydroxyisoindolin-1-ones via a metal-free tandem transformation with excellent regioselectivity. Significantly, the strategy presents an atom-economical and environmentally friendly transformation, in which two new C-N bonds and one C-O bond are formed in water from two simple starting materials. Moreover, a broad spectrum of substrates can participate in the process effectively to produce the desired products in good yields.
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.
