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@article{597085, author = {Fajkusová, Dagmar and Pazdera, Pavel}, article_location = {USA}, article_number = {7}, keywords = {Thiazole; imidazole; cyclization; selenium}, language = {eng}, issn = {1042-6507}, journal = {Phosphorus, Sulfur, and Silicon and the Related Elements}, title = {3-Hydroxythiazole and 1-Hydroxyimidazole as Products of a Mutual Ring Closure Reaction. Extension to Selenium Derivatives.}, volume = {180}, year = {2005} }
TY - JOUR ID - 597085 AU - Fajkusová, Dagmar - Pazdera, Pavel PY - 2005 TI - 3-Hydroxythiazole and 1-Hydroxyimidazole as Products of a Mutual Ring Closure Reaction. Extension to Selenium Derivatives. JF - Phosphorus, Sulfur, and Silicon and the Related Elements VL - 180 IS - 7 SP - 1683-1690 EP - 1683-1690 PB - Taylor & Francis SN - 10426507 KW - Thiazole KW - imidazole KW - cyclization KW - selenium N2 - A thiazole derivative can be easily prepared, e.g., from an alpha-thiocyanatoketone and a nitrogen nucleophile. In this work, alpha-bromopropiophenone was chosen as a starting compound. Since the carbonyl group facilitates nucleophilic substitution, bromine can be simply replaced with the thiocyanato group. The following reaction with hydroxylamine hydrochloride provides an intermediate, which undergoes a ring closure reaction. Finally, 3-hydroxy-5-methyl-4-phenylthiazol-2(3H)-iminium chloride or 1-hydroxy-4-methyl-5-phenyl-1,3-dihydro-2H-imidazole-2-thione arises depending on the presence of a base. In the next part, this interesting phenomenon was successfully investigated on selenium derivatives as well. All prepared substances have not been described in the literature yet. ER -
FAJKUSOVÁ, Dagmar a Pavel PAZDERA. 3-Hydroxythiazole and 1-Hydroxyimidazole as Products of a Mutual Ring Closure Reaction. Extension to Selenium Derivatives. \textit{Phosphorus, Sulfur, and Silicon and the Related Elements}. USA: Taylor \&{} Francis, 2005, roč.~180, č.~7, s.~1683-1690. ISSN~1042-6507.
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