Probing the reactivity of o-phthalaldehydic acid/methyl ester: synthesis of N-isoindolinones and 3-arylaminophthalides.
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.
Institute for Molecular Bioscience, University of Queensland, St Lucia, QLD 4072, Australia. s.mamidyala@uq.edu.au m.cooper@uq.edu.au.
Sreeman K
SK
Mamidyala
Matthew A
MA
Cooper
D000143:Acids / Q000737:chemistry*; D001386:Azides / Q000737:chemistry; D001572:Benzofurans / Q000138:chemical synthesis*; D003500:Cyclization; D054833:Isoindoles / Q000138:chemical synthesis*; D008738:Methyl Ethers / Q000737:chemistry*; D013237:Stereoisomerism; D009764:o-Phthalaldehyde / Q000737:chemistry*
C509585:6-aminophthalide; D000143:Acids; D001386:Azides; D001572:Benzofurans; D054833:Isoindoles; D008738:Methyl Ethers; D009764:o-Phthalaldehyde