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.File in questo prodotto:
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