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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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