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@article{764880,
author = {Mohamed, Walid Fathalla M. and Marek, Jaromír and Pazdera, Pavel},
article_location = {New York},
article_number = {1},
doi = {http://dx.doi.org/10.1080/17415990701759685},
keywords = {1.3-thiazoles; 1.3-oxathioles; thermodynamically controlled and kinetically controlled reactions; domino reactions; NK-3R antagonists; 4-heteroaryl-2-phenyl-quinazolines},
language = {eng},
issn = {1741-5993},
journal = {Journal of Sulfur Chemistry},
title = {One-pot domino synthesis of 4-heteroaryl-2-phenyl-quinazolines bearing 5-aryl-l,3-oxathiol-2-ylidene amine and substituted 1,3-thiazole groups},
url = {https://doi.org/10.1080/17415990701759685},
volume = {29},
year = {2008}
}
TY - JOUR
ID - 764880
AU - Mohamed, Walid Fathalla M. - Marek, Jaromír - Pazdera, Pavel
PY - 2008
TI - One-pot domino synthesis of 4-heteroaryl-2-phenyl-quinazolines bearing 5-aryl-l,3-oxathiol-2-ylidene amine and substituted 1,3-thiazole groups
JF - Journal of Sulfur Chemistry
VL - 29
IS - 1
SP - 31-42
EP - 31-42
PB - Taylor & Francis
SN - 17415993
KW - 1.3-thiazoles
KW - 1.3-oxathioles
KW - thermodynamically controlled and kinetically controlled reactions
KW - domino reactions
KW - NK-3R antagonists
KW - 4-heteroaryl-2-phenyl-quinazolines
UR - https://doi.org/10.1080/17415990701759685
L2 - https://doi.org/10.1080/17415990701759685
N2 - The reaction of thioamides 1-5 with phenacyl halides offers the advantage of an efficient domino synthesis of the title 4-heteroaryl-2-phenylquinazolines bearing 1,3-oxathiol-2-ylidene amine 6a-d and 1,3-thiazoles 7-11. The reaction shows unexpected thermodynamic and kinetic control products. In the same manner, thioamides 1, 2 and 4 react with methyl chloroacetate to afford 4-[2-dialkylamino-4(5//)-oxo-l, 3-thiazol-5-yl]-2-phenyl-quinazolin-4(3//)-ylidene 12,13 and 14, respectively. Similarly, 2-morpholtno-5-(2-phenylquinazolin-4-yl)thiazol-4-amine 15 is formed by the reaction of 1 with chloroacetonitrile. Synthesized compounds were characterized on the basis of the well known reaction mechanisms, elemental analysis, NMR, mass spectroscopy and X-ray data.
ER -
MOHAMED, Walid Fathalla M., Jaromír MAREK a Pavel PAZDERA. One-pot domino synthesis of 4-heteroaryl-2-phenyl-quinazolines bearing 5-aryl-l,3-oxathiol-2-ylidene amine and substituted 1,3-thiazole groups. \textit{Journal of Sulfur Chemistry}. New York: Taylor \&{} Francis, 2008, roč.~29, č.~1, s.~31-42. ISSN~1741-5993. Dostupné z: https://dx.doi.org/10.1080/17415990701759685.
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