1,3-DIPOLAR CYCLOADDITION REACTIONS OF SOME 3-ARYL-PHTHALAZINIUM-1-OLATES


CELEBI N., TURKER L.

BULLETIN DES SOCIETES CHIMIQUES BELGES, vol.102, no.10, pp.625-630, 1993 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 102 Issue: 10
  • Publication Date: 1993
  • Doi Number: 10.1002/bscb.19931021001
  • Journal Name: BULLETIN DES SOCIETES CHIMIQUES BELGES
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.625-630

Abstract

The participation of halogen substituted 3-aryl-phthalazinium-1-olates in cycloaddition reactions were stud ed with various olefinic and acetylenic dipolarophiles. The betaines gave the expected cycloadducts with vinyl acetate, vinyl phenyl ether, and vinyl phenyl sulfide. However, two isomeric products were obtained with diethyl acetylenedicarboxylate. One of them was the normal expected cycloadduct and the other one was the rearranged cycloadduct. On the other hand, reactions with phenyl acetylene produced only the rearranged cycloadducts.