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Russian Chemical Bulletin

, Volume 65, Issue 5, pp 1377–1379 | Cite as

Reaction of N-cyclohexyl-2-(2-hydroxynaphthalen-1-yl)pyrrolidine-1-carboxamide with resorcinol and its derivatives and synthesis of polyphenols

  • A. V. Smolobochkin
  • A. S. Gazizov
  • A. R. Burilov
  • M. A. Pudovik
Brief Communications

Abstract

An acid-catalyzed pyrrolidine ring opening in 2-(2-hydroxynaphthalen-1-yl)pyrrolidine-1-carboxamides in the presence of resorcinols furnished new calix[4]resorcinols or 1,1-diarylbutanes modified with urea fragments. The process follows the retro-Mannich reaction mechanism, with the 2-naphthol fragment playing the role of the leaving group.

Key words

calix[4]resorcinols diarylbutanes pyrrolidines phenols pyrrolidine-1-carboxamides retro-Mannich reaction 

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Copyright information

© Springer Science+Business Media New York 2016

Authors and Affiliations

  • A. V. Smolobochkin
    • 1
  • A. S. Gazizov
    • 1
  • A. R. Burilov
    • 1
  • M. A. Pudovik
    • 1
  1. 1.A. E. Arbuzov Institute of Organic and Physical ChemistryKazan Scientific Center of the Russian Academy of SciencesKazanRussian Federation

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