• Synthesis
  • Stevens, Christian V. "Synthesis of isoindoles and related iso-condensed heteroaromatic pyrroles" Chemical Society Reviews 2012, volume 41, pp. 5626-5640. (wikipedia.org)
  • An example from their paper is given below: The Meyer-Schuster rearrangement has been used in a variety of applications, from the conversion of ω-alkynyl-ω-carbinol lactams into enamides using catalytic PTSA to the synthesis of α,β-unsaturated thioesters from γ-sulfur substituted propargyl alcohols to the rearrangement of 3-alkynyl-3-hydroxyl-1H-isoindoles in mildly acidic conditions to give the α,β-unsaturated carbonyl compounds. (wikipedia.org)
  • methyl
  • Three of the considered IIDs (5,6-dicyano-2-methyl-isoindole-4,7-dione, 5,6-dihydroxy-2-methyl-isoindole-4,7-dione, and 2-methyl-5-(trifluoromethyl)-isoindole-4,7-dione) are predicted to be particularly interesting for making polymers for organic cathodes because these are calculated to have high redox potentials and high specific capacities and to be readily polymerizable. (diva-portal.org)
  • In one study a nitrene, formed by oxidation of a carbamate with potassium persulfate, gives an insertion reaction into the palladium to nitrogen bond of the reaction product of palladium(II) acetate with 2-phenylpyridine to methyl N-(2-pyridylphenyl)carbamate in a cascade reaction: A nitrene intermediate is suspected in this C-H insertion involving an oxime, acetic anhydride leading to an isoindole: Nitrene cycloaddition. (wikipedia.org)
  • Vincent Rodeschini, Nigel S. Simpkins, and Fengzhi Zhang "Chiral lithium amide base desymmetrization of a ring fused imide: formation of (3as,7as)-2-[2-(3,4-dimethoxyphenyl)-ethyl]-1,3-dioxo-octahydro-isoindole-3a-carboxylic acid methyl ester" Org. (wikipedia.org)
  • acid
  • On treatment with phosphorus oxychloride, it yields a chlorphthalazine, which with zinc and hydrochloric acid gives isoindole (C8H7N), and with tin and hydrochloric acid, phthalimidine (C8H7ON), the second nitrogen atom being eliminated as ammonia. (wikipedia.org)