Samiksha Jaiswal (Editor)

Isoindoline

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Formula
  
C8H9N

Isoindoline wwwsigmaaldrichcomcontentdamsigmaaldrichstr

Isoindoline meaning


Isoindoline is a heterocyclic organic compound with the molecular formula C8H9N. The parent compound has a bicyclic structure, consisting of a six-membered benzene ring fused to a five-membered nitrogen-containing ring. The compound's structure is similar to indoline except that the nitrogen atom is in the 2 position instead of the 1 position of the five-membered ring. Isoindoline itself is not commonly encountered, but several derivatives are found in nature and some synthetic derivatives are commercially valuable drugs, e.g. pazinaclone.

Contents

Daniel smith isoindoline yellow watercolor


Substituted isoindolines

1-Substituted isoindolines and isoindolinones are chiral. Isoindolylcarboxylic acid and 1,3-disubstituted isoindolines are constituents of some pharmaceuticals and natural products. Isoindolines can be prepared by 1,2-addition of a nucleophile onto a bifunctional ε-benzoiminoenoates followed by intramolecular aza-Michael reaction. Another route involves [3+2] cycloaddition of the azomethine ylides (e.g. (CH2)2NR) to quinone in the presence of suitable catalysts. These methods have also been adapted to give chiral derivatives.

  • 4,7-Dihydroisoindole
  • Indoline
  • Indole
  • indene
  • indoline
  • benzofuran
  • carbazole
  • carboline
  • isatin
  • methylindole
  • oxindole
  • pyrrole
  • skatole
  • benzene
  • References

    Isoindoline Wikipedia