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  • Intramolecular criss-cross cycloaddition reaction of symmetrical homoallenylazines is a specific type of successive 1,3-dipolar cycloaddition reactions. New fused tetracyclic compounds are formed in high yields by this reaction. In acidic conditions the criss-cross cycloadduct rearranges to completely new structure of heterocyclic compound with two six-membered and two five-membered rings. This new rearrangement was firstly monitored in the presence of reducing agent (NaBH3CN). A similar reaction is observed when an electrophile reagent instead of acid is used. When reducing agent is not used the stable quartery iminium salt is isolated.
  • Intramolecular criss-cross cycloaddition reaction of symmetrical homoallenylazines is a specific type of successive 1,3-dipolar cycloaddition reactions. New fused tetracyclic compounds are formed in high yields by this reaction. In acidic conditions the criss-cross cycloadduct rearranges to completely new structure of heterocyclic compound with two six-membered and two five-membered rings. This new rearrangement was firstly monitored in the presence of reducing agent (NaBH3CN). A similar reaction is observed when an electrophile reagent instead of acid is used. When reducing agent is not used the stable quartery iminium salt is isolated. (en)
Title
  • Rearrangements of fused tetracyclic heterocycles induced by electrophiles
  • Rearrangements of fused tetracyclic heterocycles induced by electrophiles (en)
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  • Rearrangements of fused tetracyclic heterocycles induced by electrophiles
  • Rearrangements of fused tetracyclic heterocycles induced by electrophiles (en)
skos:notation
  • RIV/00216224:14310/05:00014368!RIV10-MSM-14310___
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  • Z(MSM 143100011)
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  • 540172
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  • RIV/00216224:14310/05:00014368
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  • rearrangement; criss-cross cycloaddition; allenyl (en)
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  • [1B929ACEC3C5]
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  • Brno, Česká Republika
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  • Brno
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  • 11th Blue Danube Symposium on Heterocyclic Chemistry
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  • Man, Stanislav
  • Potáček, Milan
  • Pížová, Hana
  • Taraba, Jan
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  • Masarykova univerzita v Brně
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  • 80-210-3763-6
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  • 14310
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