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Synthesis of fused uracils : pyrano[2,3-d]pyrimidines and 1,4-bis(pyrano[2,3-d]pyrimidinyl)benzenes by domino Knoevenagel/Diels-Alder reactions

Synthesis of fused uracils : pyrano[2,3-d]pyrimidines ...

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dc.contributor.author Pałasz, Aleksandra [SAP11014312] pl
dc.date.accessioned 2015-04-28T07:35:23Z
dc.date.available 2015-04-28T07:35:23Z
dc.date.issued 2012 pl
dc.identifier.issn 0026-9247 pl
dc.identifier.uri http://ruj.uj.edu.pl/xmlui/handle/item/5921
dc.language eng pl
dc.rights Udzielam licencji. Uznanie autorstwa 4.0 Międzynarodowa *
dc.rights.uri http://creativecommons.org/licenses/by/4.0/pl/legalcode *
dc.title Synthesis of fused uracils : pyrano[2,3-d]pyrimidines and 1,4-bis(pyrano[2,3-d]pyrimidinyl)benzenes by domino Knoevenagel/Diels-Alder reactions pl
dc.type JournalArticle pl
dc.description.physical 1175-1185 pl
dc.identifier.weblink https://link.springer.com/content/pdf/10.1007%2Fs00706-012-0781-x.pdf pl
dc.abstract.en Knoevenagel condensation of barbituric acids with aromatic aldehydes containing one or two formyl groups was carried out. 5-Arylidenebarbituric acids under- went smooth hetero-Diels-Alder (HDA) reactions with enol ethers to afford cis and trans diastereoisomers of pyr- ano[2,3- d ]pyrimidine-2,4-diones and 5,5 0 -(1,4-phenylene)- bis[2 H -pyrano[2,3- d ]pyrimidine-2,4(3 H )-dione] derivatives in excellent yields (75–88 %). Syntheses were realized by Knoevenagel condensation and HDA reaction in four dif- ferent reaction conditions: Knoevenagel condensation in water and Diels-Alder reaction in methylene chloride solution, Knoevenagel condensation in water and Diels- Alder reaction without solvent, three-component one-pot reaction in methylene chloride solution, or three-compo- nent one-pot reaction in water. All reactions were carried out without catalyst at room temperature. The reactions of malononitrile with Knoevenagel condensation products of barbituric acids and heteroaromatic aldehydes or terephthalaldehyde were examined and did not provide corresponding pyranopyrimidines. pl
dc.subject.en cycloadditions pl
dc.subject.en Michael addition pl
dc.subject.en drug research pl
dc.subject.en one-pot synthesis pl
dc.description.volume 143 pl
dc.description.number 8 pl
dc.identifier.doi 10.1007/s00706-012-0781-x pl
dc.identifier.eissn 1434-4475 pl
dc.title.journal Monatshefte für Chemie pl
dc.language.container ger pl
dc.date.accession 2018-11-30 pl
dc.affiliation Wydział Chemii : Zakład Chemii Organicznej pl
dc.subtype Article pl
dc.rights.original CC-BY; inne; ostateczna wersja wydawcy; w momencie opublikowania; 0 pl
dc.identifier.project ROD UJ / P pl
.pointsMNiSW [2012 A]: 25


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Udzielam licencji. Uznanie autorstwa 4.0 Międzynarodowa Except where otherwise noted, this item's license is described as Udzielam licencji. Uznanie autorstwa 4.0 Międzynarodowa