An efficient potassium carbonate-catalyzed synthesis of 3- substituted isoindolinones through tandem aldol/cyclization reactions of active methylene compounds with 2-cyanobenzaldehyde is described. The utility of the obtained isoindolinones has been demonstrated through an exploration of the chemical space by employing a series of interesting methodologies that led to diverse, highly functionalized compounds. Among them, a surprisingly straightforward potassium carbonate-catalyzed double tandem reaction led to tricyclic hemiaminal derivatives.

Synthesis and Reactivity of the 3-Substituted Isoindolinone Framework to Assemble Highly Functionalized Related Structures

FILOSA, Rosanna;DE CAPRARIIS, Paolo;PEDUTO, ANTONELLA;PALOMBI, Laura;MASSA, Antonio
2012

Abstract

An efficient potassium carbonate-catalyzed synthesis of 3- substituted isoindolinones through tandem aldol/cyclization reactions of active methylene compounds with 2-cyanobenzaldehyde is described. The utility of the obtained isoindolinones has been demonstrated through an exploration of the chemical space by employing a series of interesting methodologies that led to diverse, highly functionalized compounds. Among them, a surprisingly straightforward potassium carbonate-catalyzed double tandem reaction led to tricyclic hemiaminal derivatives.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11386/3863878
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