Chemistry of Heterocyclic Compounds

, Volume 43, Issue 1, pp 98–105 | Cite as

Features of the reaction of unsymmetrical 2-mercapto-imidazoles with aromatic and aliphatic ketones

  • S. G. Dzhavakhishvili
  • A. V. Borisov
  • V. M. Nikitchenko
  • S. N. Kovalenko


The cyclization of unsymmetrical 2-mercaptoimidazoles with aliphatic and aromatic ketones has been studied. Using 1H NMR and X-ray analysis it has been shown that 4-R1-1H-2-mercaptoimidazoles undergo selective oxidative cyclization to the corresponding 3-R3-2-R2-6-R1-imidazo[2,1-b][1,3]thiazoles while 6-R4-1H-2-mercaptobenzo[d]imidazoles give a mixture of 6-R4-3-R2-2-R3-benzo[4,5]imidazo[2,1-b][1,3]thiazole and 7-R4-3-R2-2-R3-benzo[4,5]imidazo[2,1-b][1,3]thiazole in the ratio 1: 1.


6-R4-3-R2-2-R3-benzo[4,5]imidazo[2,1-b][1,3]thiazole 7-R4-3-R2-2-R3-benzo[4,5]imidazo [2,1-b][1,3]thiazole 3-R3-2-R2-6-R1-imidazo[2,1-b][1,3]thiazoles 6-R1-1H-2-ercaptobenzo[d]imidazoles 4-R1-1H-2-mercaptoimidazole X-ray analysis selectivity 


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Copyright information

© Springer Science+Business Media, Inc. 2007

Authors and Affiliations

  • S. G. Dzhavakhishvili
    • 1
  • A. V. Borisov
    • 2
  • V. M. Nikitchenko
    • 3
  • S. N. Kovalenko
    • 2
  1. 1.State Science Foundation, Science Technology Complex, Institute of MonocrystalsUkraine National Academy of SciencesKharkiv
  2. 2.National Pharmaceutical UniversityKharkivUkraine
  3. 3.V. N. Karazin National UniversityKharkivUkraine

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