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 and rearrangement. Simple decarboxylation of some derivatives gave access to very useful compounds. © Georg Thieme Verlag Stuttgart - New York.

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

Filosa R.;
2011-01-01

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 and rearrangement. Simple decarboxylation of some derivatives gave access to very useful compounds. © Georg Thieme Verlag Stuttgart - New York.
2011
2-cyanobenzaldehyde
aldol addition
enolizable 1,3-dicarbonyl compounds
isoindolinones
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.12070/45490
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