Chemistry of Heterocyclic Compounds

, Volume 11, Issue 8, pp 925–930 | Cite as

Reactions of 3-acycloxysulfolanes with nucleophilic reagents

  • T. É. Bezmenova
  • T. S. Lutsii
  • A. F. Rekasheva
  • Yu. N. Usenko


In contrast to alkyl esters of carboxylic acids, 3-acyloxysulfolanes on reaction with nucleophilic reagents readily split out a carboxylic acid to give 2-sulfolene, which then reacts with compounds containing a labile hydrogen atom. On the basis of data on the kinetics of alkaline hydrolysis of benzoates, a scheme for elimination of the acid that includes the intermediate formation of a transition state of the E1CB type is proposed.


Hydrogen Ester Hydrolysis Organic Chemistry Transition State 
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Copyright information

© Plenum Publishing Corporation 1976

Authors and Affiliations

  • T. É. Bezmenova
    • 1
  • T. S. Lutsii
    • 1
  • A. F. Rekasheva
    • 1
  • Yu. N. Usenko
    • 1
  1. 1.Institute of the Chemistry of High-Molecular-Weight CompoundsAcademy of Sciences of the Ukrainian SSRKiev

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