Probing the reactivity of o-phthalaldehydic acid/methyl ester: synthesis of N-isoindolinones and 3-arylaminophthalides.

Sreeman K Mamidyala, Matthew A Cooper
Author Information
  1. Sreeman K Mamidyala: Institute for Molecular Bioscience, University of Queensland, St Lucia, QLD 4072, Australia. s.mamidyala@uq.edu.au m.cooper@uq.edu.au.

Abstract

A new method for the synthesis of N-substituted isoindolinones and 3-arylaminophthalides was developed through aza-Wittig/cyclisation. The reaction of o-phthalaldehydic acid methyl ester with benzylic, aromatic and aliphatic azides gave N-isoindolinones whereas reaction of o-phthalaldehydic acid with the aromatic azides gave 3-arylaminophthalides.

MeSH Term

Acids
Azides
Benzofurans
Cyclization
Isoindoles
Methyl Ethers
Stereoisomerism
o-Phthalaldehyde

Chemicals

6-aminophthalide
Acids
Azides
Benzofurans
Isoindoles
Methyl Ethers
o-Phthalaldehyde

Word Cloud

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