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Reaction of arylsulfonyl compounds with excess organolithium reagent Communication 7. Action of n-butyllithium on tert-butyl 2-naphthyl sulfone

  • Ya. L. Gol'dfarb
  • F. M. Stoyanovich
Organic and Biological Chemistry

Conclusions

tert-Butyl-2-naphthyl sulfone at −70 to −20° is metalated by butyllithium preferentially in the 1 position. An increase in the temperature causes a further conversion of the sulfone to 1,3-dilithium-2-n-butylnaphthalene. The parallel addition of butyllithium to the 1,2-bond of tert-butyl-2-n-naohthyl sulfone is also observed here, the rate of which at 55–57° is commensurate with that of the metalation.

Keywords

Sulfone Parallel Addition Organolithium Reagent 
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Copyright information

© Plenum Publishing Corporation 1976

Authors and Affiliations

  • Ya. L. Gol'dfarb
    • 1
  • F. M. Stoyanovich
    • 1
  1. 1.N. D. Zelinskii Institute of Organic ChemistryAcademy of Sciences of the USSRMoscow

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