The aldol addition of readily enolizable 1,3-dicarbonyl compounds to 2-cyanobenzaldehyde in the presence of a tertiary amine led to a series of new 3-substituted isoindolinones. Despite the instability of the related aldols, this synthesis was possible because of the intramolecular trapping of the adducts with the cyano group due to a tandem process of cyclization-rearrangement. Simple decarboxylation of some derivatives gave access to some very useful compounds.

The aldol addition of readily enolizable 1,3-dicarbonyl compounds to 2-cyanobenzaldehyde in the synthesis of novel 3-substituted isoindolinones

DI MOLA, ANTONIA;DE CAPRARIIS, Paolo;FILOSA, Rosanna;PEDUTO, ANTONELLA;MASSA, Antonio
2011

Abstract

The aldol addition of readily enolizable 1,3-dicarbonyl compounds to 2-cyanobenzaldehyde in the presence of a tertiary amine led to a series of new 3-substituted isoindolinones. Despite the instability of the related aldols, this synthesis was possible because of the intramolecular trapping of the adducts with the cyano group due to a tandem process of cyclization-rearrangement. Simple decarboxylation of some derivatives gave access to some very useful compounds.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11386/3040671
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