The Front Cover shows the fluorescence of an indolizine derivative (ethyl 3-(2-morpholino-2-oxoethyl)indolizine-1-carboxylate) obtained through a sequential PdI2/KI-catalyzed oxidative aminocarbonylation-heterocyclization approach from eth...
Artikel
1,5,7‐Triazabicyclo[4.4.0]dec‐5‐ene (TBD): An Organocatalyst for Rapid Access to 3‐Hydroxyisoindolin‐1‐ones
European Journal of Organic Chemistry, März 2024, DOI. Login für Volltextzugriff.
Von Wiley-VCH zur Verfügung gestellt
The bicyclic guanidine 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) was used as a catalyst to develop a method for the synthesis of 3-hydroxyisoindolin-1-ones from 3-alkylidenephthalides and amines. This method provides a rapid and more sustainable option with broad scope for the synthesis of such scaffolds.
Abstract
The readily available organocatalyst 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) was used for the rapid synthesis of 3-hydroxyisoindolin-1-ones from 3-alkylidenephthalides. The transformation occurs at room temperature and requires less solvent than traditional methods, providing a more sustainable synthetic option to access 3-hydroxyisoindolin-1-ones with broad scope. Elaboration of the products to diverse scaffolds as well as synthesis of biologically active compounds are demonstrated.
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