Abstract
It was found that, depending on the structure of substituents R1 and R2, the nucleophilic agent in the reaction of 2-R1-3-chloro-3-phenylisoindolinones II with primary amines (R2NH2) and diethylamine primarily attacks the primary or tertiary carbon atom of the isoindolinone (II) molecule to give 2-R1-3-amino-3-phenylisoindolinones (III), substituted imines of 2-benzoyl-benzamides (IV), and their cyclization products — 2-R2-3-amino-3-phenylisoindolinones (V). The structures of the synthesized 2-substituted 3-alkylamino- and 3-arylamino-3-phenyliso-indolinones were established by IR spectroscopy and acid hydrolysis to 2-substituted 3-hydroxy-3-phenylisoindolinones.
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See [1] for communication I.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 762–766, June, 1973.
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Valter, R.É. Ring — chain transformations with participation of the C=N group. Chem Heterocycl Compd 9, 701–704 (1973). https://doi.org/10.1007/BF00472311
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DOI: https://doi.org/10.1007/BF00472311