Synthesis and ring transformation of a new fused as‐triazinium salt

Zs Juhász‐Riedl, G. Hajós, G. Kollenz, A. Messmer

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

The 1,2‐Diaminopyridinium salt 1 was treated with furandione 2 to give pyrido‐as‐triazinone 3, which could be cyclized to the tricyclic furo[2,3‐e]pyrido[1,2,‐b]‐as‐triazinium salt 5. Reaction of 5 with nucleophiles resulted in different types of products. Thus, aqueous base afforded bicyclic triazinone 4, methoxide ion or secondary amine led to stable zwitterions 7a, b, whereas ammonia and hydrazines resulted in ring transformation of the furan moiety, and gave new fused tricyclic pyrroles (10, 11) and pyridazines (13, 14), respectively.

Original languageEnglish
Pages (from-to)1935-1938
Number of pages4
JournalChemische Berichte
Volume122
Issue number10
DOIs
Publication statusPublished - 1989

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Fused salts
Pyridazines
Salts
Hydrazines
Nucleophiles
Pyrroles
Ammonia
Amines
Ions

Keywords

  • as‐Triazinium salt, fused
  • Ring transformation
  • Solvatochromy, negative
  • Zwitterion

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Synthesis and ring transformation of a new fused as‐triazinium salt. / Juhász‐Riedl, Zs; Hajós, G.; Kollenz, G.; Messmer, A.

In: Chemische Berichte, Vol. 122, No. 10, 1989, p. 1935-1938.

Research output: Contribution to journalArticle

Juhász‐Riedl, Zs ; Hajós, G. ; Kollenz, G. ; Messmer, A. / Synthesis and ring transformation of a new fused as‐triazinium salt. In: Chemische Berichte. 1989 ; Vol. 122, No. 10. pp. 1935-1938.
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