About: New Modification of the Perkow Reaction: Halocarboxylate Anions as Leaving Groups in 3-Acyloxyquinoline-2,4(1H,3H)-dione Compounds

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About: New Modification of the Perkow Reaction: Halocarboxylate Anions as Leaving Groups in 3-Acyloxyquinoline-2,4(1H,3H)-dione Compounds Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
Description	Substituted 3-(fluoroacyloxy)quinoline-2,4(1H,3H)-diones including 3-(fluoroiodoacetoxy) derivatives react with triethyl phosphite to afford either the product of the Perkow reaction or the corresponding 4-ethoxyquinolin-2(1H)-one. In both reactions, the fluorocarboxylate anion acts as the first observed leaving group. This observation restricts the application of the intramolecular Horner-Wadsworth-Emmons synthesis to modify quinoline-2,4(1H,3H)-diones by the annulation of fluorinated but-2-enolide rings. Substituted 3-(fluoroacyloxy)quinoline-2,4(1H,3H)-diones including 3-(fluoroiodoacetoxy) derivatives react with triethyl phosphite to afford either the product of the Perkow reaction or the corresponding 4-ethoxyquinolin-2(1H)-one. In both reactions, the fluorocarboxylate anion acts as the first observed leaving group. This observation restricts the application of the intramolecular Horner-Wadsworth-Emmons synthesis to modify quinoline-2,4(1H,3H)-diones by the annulation of fluorinated but-2-enolide rings. (en) Substituované 3-(fluoracyloxy)chinolin-2,4(1H,3H)-diony, mezi něž patří 3-(fluorjodacetoxy)deriváty reagují s triethyl-fosfitem za vzniku produktu Perkowovy reakce nebo odpovídajícího 4-ethoxychinolin-2(1H)-onu. V obou reakcích je jako odstupující skupina poprvé pozorován fluorkarboxylátový anion. Toto pozorování omezuje využití intramolekulární Hornerovy-Wadsworthovy-Emmonsovy syntézy k modifikaci chinolin-2,4(1H,3H)-dionů uzavřením fluorovaných but-2-enolidových kruhů. (cs)
Title	New Modification of the Perkow Reaction: Halocarboxylate Anions as Leaving Groups in 3-Acyloxyquinoline-2,4(1H,3H)-dione Compounds New Modification of the Perkow Reaction: Halocarboxylate Anions as Leaving Groups in 3-Acyloxyquinoline-2,4(1H,3H)-dione Compounds (en) Nová modifikace Perkowovy reakce: Halokarboxylátové anionty jako odstupující skupiny ve 3-acyloxychinolin-2,4(1H,3H)-dionech (cs)
skos:prefLabel	New Modification of the Perkow Reaction: Halocarboxylate Anions as Leaving Groups in 3-Acyloxyquinoline-2,4(1H,3H)-dione Compounds New Modification of the Perkow Reaction: Halocarboxylate Anions as Leaving Groups in 3-Acyloxyquinoline-2,4(1H,3H)-dione Compounds (en) Nová modifikace Perkowovy reakce: Halokarboxylátové anionty jako odstupující skupiny ve 3-acyloxychinolin-2,4(1H,3H)-dionech (cs)
skos:notation	RIV/70883521:28110/05:63503724!RIV06-MSM-28110___
http://linked.open.../vavai/riv/strany	http://bjoc.beilstei
http://linked.open...avai/riv/aktivita	Z
http://linked.open...avai/riv/aktivity	Z(MSM 265200015)
http://linked.open...iv/cisloPeriodika	17
http://linked.open...vai/riv/dodaniDat	2006
http://linked.open...aciTvurceVysledku	Kafka, Stanislav Klásek, Antonín
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	Univerzita Tomáše Bati ve Zlíně / Fakulta technologická
http://linked.open...dnocenehoVysledku	532725
http://linked.open...ai/riv/idVysledku	RIV/70883521:28110/05:63503724
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	3-(fluoroacyloxy)quinoline-2; 4(1H; 3H)-diones; Perkow reaction; fluorocarboxylate; Horner-Wadsworth-Emmons synthesis; fluorinated but-2-enolides (en)
http://linked.open.../riv/klicoveSlovo	3H)-diones 4(1H 3-(fluoroacyloxy)quinoline-2 Horner-Wadsworth-Emmons synthesis Perkow reaction fluorinated but-2-enolides fluorocarboxylate
http://linked.open...odStatuVydavatele	DE - Spolková republika Německo
http://linked.open...ontrolniKodProRIV	[B80C269143A3]
http://linked.open...i/riv/nazevZdroje	Beilstein Journal of Organic Chemistry
http://linked.open...in/vavai/riv/obor	CC
http://linked.open...ichTvurcuVysledku	2 (xsd:int)
http://linked.open...cetTvurcuVysledku	5 (xsd:int)
http://linked.open...UplatneniVysledku	2005
http://linked.open...v/svazekPeriodika	1
http://linked.open...iv/tvurceVysledku	Kafka, Stanislav Paleta, O. Klásek, Antonín Pomeisl, K. Kubelka, V.
http://linked.open...n/vavai/riv/zamer	http://linked.opendata.cz/resource/domain/vavai/zamer/MSM%20265200015
issn	1860-5397
number of pages	4 (xsd:int)
http://localhost/t...ganizacniJednotka	28110
is http://linked.open...avai/riv/vysledek of	New Modification of the Perkow Reaction: Halocarboxylate Anions as Leaving Groups in 3-Acyloxyquinoline-2,4(1H,3H)-dione Compounds

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