1,5,7‐Triazabicyclo[4.4.0]dec‐5‐ene (TBD): An Organocatalyst for Rapid Access to 3‐Hydroxyisoindolin‐1‐ones
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.
![1,5,7‐Triazabicyclo[4.4.0]dec‐5‐ene (TBD): An Organocatalyst for Rapid Access to 3‐Hydroxyisoindolin‐1‐ones](/_next/image?url=%2F_next%2Fstatic%2Fmedia%2Fplaceholder.5ca6fc18.png&w=256&q=75)
![1,5,7‐Triazabicyclo[4.4.0]dec‐5‐ene (TBD): An Organocatalyst for Rapid Access to 3‐Hydroxyisoindolin‐1‐ones](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158444_fig_0001_a_36fd5c002c.png&w=256&q=75)
![1,5,7‐Triazabicyclo[4.4.0]dec‐5‐ene (TBD): An Organocatalyst for Rapid Access to 3‐Hydroxyisoindolin‐1‐ones](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158499_fig_0001_a_8463b1bf14.png&w=256&q=75)
![1,5,7‐Triazabicyclo[4.4.0]dec‐5‐ene (TBD): An Organocatalyst for Rapid Access to 3‐Hydroxyisoindolin‐1‐ones](/_next/image?url=https%3A%2F%2Fcdn.gdch.de%2Fprod%2Fnadc20264158504_gra_0001_a_6653df00f8.png&w=256&q=75)
