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- Title
Synthesis and dehydrogenation of spinaceamine and spinacine 4-hetaryl derivatives.
- Authors
Smolyar, N. N.; Abramyants, M. G.; Zavyazkina, T. I.; Matveeva, D. I.; Borodkin, Ya. S.; Voloskii, I. A.
- Abstract
The reaction of histamine and histidine with various hetarylaldehydes under the conditions of the base-catalyzed Pictet-Spengler process affords 4-hetaryl-substituted derivatives of spinaceamine and spinacine. The dehydrogenation of the 4-hetaryl-substituted spinaceamine derivatives using elemental sulfur in DMF at 120–130°C led to the formation of 4-hetaryl derivatives of imidazo[4,5- c]-pyridine. Under similar conditions the 4-hetaryl-substituted spinacine derivatives suffered both the dehydrogenation and oxidative decarboxylation resulting in the products identical to the compounds obtained by the dehydrogenation of 4-hetaryl-substituted spinaceamine.
- Subjects
INFLAMMATORY mediators; DEHYDROGENATION; ANTIHISTAMINES; SULFUR; IMIDAZOLES
- Publication
Russian Journal of Organic Chemistry, 2009, Vol 45, Issue 8, p1219
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428009080181