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Russian Chemical Bulletin

, Volume 61, Issue 2, pp 298–302 | Cite as

Direct phthalimidomethylation of 2,6-dialkylphenols. Reactions of N-(4-hydroxybenzyl)phthalimides with electrophiles and nucleophiles

  • I. M. Bugaev
  • A. I. Dmitriev
  • A. E. ProsenkoEmail author
Full Articles
  • 132 Downloads

Abstract

Reactions of 2,6-dialkylphenols with N-(N′,N′-diethylaminomethyl)phthalimide gave the corresponding 4-phthaloylmethylphenols, in which the phthaloyl group can be replaced by an alkylsulfanyl substituent via reactions with thiols. Phthaloylmethylphenols containing the tert-butyl groups that are ortho to the OH group can undergo acid-catalyzed de-tert-butylation.

Key words

phenols phthalimides phthalimidomethylation alkylthiomethylphenols 

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Copyright information

© Springer Science+Business Media New York 2012

Authors and Affiliations

  • I. M. Bugaev
    • 1
  • A. I. Dmitriev
    • 1
  • A. E. Prosenko
    • 1
    Email author
  1. 1.Research Institute of Antioxidant ChemistryNovosibirsk State Pedagogical UniversityNovosibirskRussian Federation

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