Synthesis and steric structure determination of 9b-p-tolyl-perhydrothiazolo[2,3-a]isoindolone isomers

G. Stájer, Angela E. Szabó, Ferenc Csende, G. Bernáth, P. Sohár

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

The reaction of cis-2-(p-methylbenzoyl)-1-cyclohexanecarboxylic acid (1) and 2-aminoethanethiol furnished three 9b-p-tolylperhydrothiazolo[2,3-a]isoindolone isomers (2-4). The steric structures of the saturated cis (3, 4) and trans (2) isoindolones were determined by 1H and 13C NMR spectroscopy, including DNOE, DEPT and HSC measurements. In the two cis isomers, the steric positions of the tolyl group are different. The cis → trans isomerization can be rationalized by enolization of the starting oxoacid 1.

Original languageEnglish
Pages (from-to)101-104
Number of pages4
JournalJournal of Molecular Structure
Volume377
Issue number2
Publication statusPublished - 1996

Fingerprint

Isomers
isomers
Keto Acids
Cysteamine
synthesis
Isomerization
isomerization
Nuclear magnetic resonance spectroscopy
Magnetic Resonance Spectroscopy
nuclear magnetic resonance
acids
Acids
spectroscopy
Isoindol-1-one
cyclohexanecarboxylic acid
Proton Magnetic Resonance Spectroscopy
Carbon-13 Magnetic Resonance Spectroscopy

Keywords

  • Cis → transisomerization
  • NMR spectroscopy
  • Saturated heterocycles
  • Synthesis

ASJC Scopus subject areas

  • Structural Biology
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Spectroscopy
  • Atomic and Molecular Physics, and Optics
  • Computational Theory and Mathematics

Cite this

Synthesis and steric structure determination of 9b-p-tolyl-perhydrothiazolo[2,3-a]isoindolone isomers. / Stájer, G.; Szabó, Angela E.; Csende, Ferenc; Bernáth, G.; Sohár, P.

In: Journal of Molecular Structure, Vol. 377, No. 2, 1996, p. 101-104.

Research output: Contribution to journalArticle

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AU - Bernáth, G.

AU - Sohár, P.

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