About: 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

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About: 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 Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	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. 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. (en)
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 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 (en)
skos:prefLabel	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 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 (en)
skos:notation	RIV/00216224:14310/08:00025408!RIV10-MSM-14310___
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(2A-1TP1/090), Z(MSM 143100011)
http://linked.open...iv/cisloPeriodika	1
http://linked.open...vai/riv/dodaniDat	2010
http://linked.open...aciTvurceVysledku	Pazdera, Pavel Marek, Jaromír Mohamed, Walid Fathalla
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Masarykova univerzita / Přírodovědecká fakulta
http://linked.open...dnocenehoVysledku	384845
http://linked.open...ai/riv/idVysledku	RIV/00216224:14310/08:00025408
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	1.3-thiazoles; 1.3-oxathioles; thermodynamically controlled and kinetically controlled reactions; domino reactions; NK-3R antagonists; 4-heteroaryl-2-phenyl-quinazolines (en)
http://linked.open.../riv/klicoveSlovo	domino reactions 1.3-oxathioles 1.3-thiazoles 4-heteroaryl-2-phenyl-quinazolines NK-3R antagonists thermodynamically controlled and kinetically controlled reactions
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[AA30F01E4DB9]
http://linked.open...i/riv/nazevZdroje	Journal ofSulfur Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	3 (xsd:int)
http://linked.open...cetTvurcuVysledku	3 (xsd:int)
http://linked.open...vavai/riv/projekt	New catalysts and reagents for sustainable green syntheses and combinatorial syntheses
http://linked.open...UplatneniVysledku	2008
http://linked.open...v/svazekPeriodika	29
http://linked.open...iv/tvurceVysledku	Marek, Jaromír Pazdera, Pavel Mohamed, Walid Fathalla
http://linked.open...ain/vavai/riv/wos	000263917900012
http://linked.open...n/vavai/riv/zamer	http://linked.opendata.cz/resource/domain/vavai/zamer/MSM%20143100011
issn	1741-5993
number of pages	12 (xsd:int)
http://localhost/t...ganizacniJednotka	14310
is http://linked.open...avai/riv/vysledek of	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 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 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 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

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