Abstract <p>A variety of <i>N</i>-allyl substituted pyridinium salts based on 1-(<i>Z</i>)-(1,4,4-tribromobut-2-en-2-yl)adamantane were synthesized. It was found that under the action of triethylamine on allyl substituted salts, deprotonation occurs, followed by the elimination of the bromide anion to form a new pyridinium salt of the diene structure. Further, a variety of quinolyzinium salts were obtained as a result of thermal 6π-electrocyclization of dienic salts.</p>

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A New Approach to the Synthesis of Quinolyzinium Salts Based on N-(4,4-Dibromobut-2-en-1-yl)-Substituted Pyridines

  • Marat R. Baimuratov,
  • Ivan A. Anuriev,
  • Anastasiya N. Bogdanova,
  • Marina V. Leonova,
  • Ol’ga A. Lodochnikova,
  • Yuri N. Klimochkin

摘要

Abstract

A variety of N-allyl substituted pyridinium salts based on 1-(Z)-(1,4,4-tribromobut-2-en-2-yl)adamantane were synthesized. It was found that under the action of triethylamine on allyl substituted salts, deprotonation occurs, followed by the elimination of the bromide anion to form a new pyridinium salt of the diene structure. Further, a variety of quinolyzinium salts were obtained as a result of thermal 6π-electrocyclization of dienic salts.