Selective ring openings of isomeric fused thiazolium salts with nucleophiles

G. Hajós, A. Messmer, T. Koritsánszky

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Different types of reactions have been found with isomeric tricyclic fused thiazolium salts for their interactions with secondary amines. Thus, the angularly fused quinolinium salt 7 gave rise to a stable pseudobase 8; the related angular isoquinolinium system 9 led to opening of the thiazole ring and enamine 10 was formed; and the linear system 6 underwent opening of the pyridine moiety and gave the aldehyde compound 16. The reactions were interpreted on FMO theory; the CNDO/2 calculation supported the qualitative picture based on the "annelation effect".

Original languageEnglish
Pages (from-to)2015-2018
Number of pages4
JournalJournal of Organic Chemistry
Volume52
Issue number10
Publication statusPublished - 1987

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Fused salts
Nucleophiles
Thiazoles
Aldehydes
Amines
Linear systems

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Selective ring openings of isomeric fused thiazolium salts with nucleophiles. / Hajós, G.; Messmer, A.; Koritsánszky, T.

In: Journal of Organic Chemistry, Vol. 52, No. 10, 1987, p. 2015-2018.

Research output: Contribution to journalArticle

Hajós, G. ; Messmer, A. ; Koritsánszky, T. / Selective ring openings of isomeric fused thiazolium salts with nucleophiles. In: Journal of Organic Chemistry. 1987 ; Vol. 52, No. 10. pp. 2015-2018.
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