GREEN SYNTHETIC APPROACHES TO FUROYLNAPHTHOHYDROQUINONE AND JUGLONE

The synthesis of two valuable precursors of biological active compounds named 2-(furan-2-yl)-1,4-dihydroxynapthohydroquinone 2 and 5-hydroxy-1,4-naphthoquinone (4, juglone) via solar photo-induced reactions from 1,4-naphthoquinone 1 and 1,5-dihydroxynaphthalene 3 in green solvent media is reported....

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Autores principales: JULIO,BENITES, MICHAEL,CORTES, LUIS,MIRANDA, CYNTHIA,ESTELA, DAVID,RIOS, JORGE,ARENAS, JAIME A.,VALDERRAMA
Lenguaje:English
Publicado: Sociedad Chilena de Química 2014
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Acceso en línea:http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000200012
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spelling oai:scielo:S0717-970720140002000122014-11-05GREEN SYNTHETIC APPROACHES TO FUROYLNAPHTHOHYDROQUINONE AND JUGLONEJULIO,BENITESMICHAEL,CORTESLUIS,MIRANDACYNTHIA,ESTELADAVID,RIOSJORGE,ARENASJAIME A.,VALDERRAMA Solar light Photoacylation Photooxygenation Green chemistry The synthesis of two valuable precursors of biological active compounds named 2-(furan-2-yl)-1,4-dihydroxynapthohydroquinone 2 and 5-hydroxy-1,4-naphthoquinone (4, juglone) via solar photo-induced reactions from 1,4-naphthoquinone 1 and 1,5-dihydroxynaphthalene 3 in green solvent media is reported. When t-butyl alcohol and the binary t-ButOH/DMK and ternary i-PrOAc/DMK/MEK solvent mixtures were used, acylhydroquinone 2 was isolated in yields of 80, 83 and 77%, respectively. The sensitized photooxygenation of 3 "on water" and in water containing sodium dodecyl sulfate produce juglone 4 in 81 and 39% yields respectively.info:eu-repo/semantics/openAccessSociedad Chilena de QuímicaJournal of the Chilean Chemical Society v.59 n.2 20142014-07-01text/htmlhttp://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000200012en10.4067/S0717-97072014000200012
institution Scielo Chile
collection Scielo Chile
language English
topic Solar light
Photoacylation
Photooxygenation
Green chemistry
spellingShingle Solar light
Photoacylation
Photooxygenation
Green chemistry
JULIO,BENITES
MICHAEL,CORTES
LUIS,MIRANDA
CYNTHIA,ESTELA
DAVID,RIOS
JORGE,ARENAS
JAIME A.,VALDERRAMA
GREEN SYNTHETIC APPROACHES TO FUROYLNAPHTHOHYDROQUINONE AND JUGLONE
description The synthesis of two valuable precursors of biological active compounds named 2-(furan-2-yl)-1,4-dihydroxynapthohydroquinone 2 and 5-hydroxy-1,4-naphthoquinone (4, juglone) via solar photo-induced reactions from 1,4-naphthoquinone 1 and 1,5-dihydroxynaphthalene 3 in green solvent media is reported. When t-butyl alcohol and the binary t-ButOH/DMK and ternary i-PrOAc/DMK/MEK solvent mixtures were used, acylhydroquinone 2 was isolated in yields of 80, 83 and 77%, respectively. The sensitized photooxygenation of 3 "on water" and in water containing sodium dodecyl sulfate produce juglone 4 in 81 and 39% yields respectively.
author JULIO,BENITES
MICHAEL,CORTES
LUIS,MIRANDA
CYNTHIA,ESTELA
DAVID,RIOS
JORGE,ARENAS
JAIME A.,VALDERRAMA
author_facet JULIO,BENITES
MICHAEL,CORTES
LUIS,MIRANDA
CYNTHIA,ESTELA
DAVID,RIOS
JORGE,ARENAS
JAIME A.,VALDERRAMA
author_sort JULIO,BENITES
title GREEN SYNTHETIC APPROACHES TO FUROYLNAPHTHOHYDROQUINONE AND JUGLONE
title_short GREEN SYNTHETIC APPROACHES TO FUROYLNAPHTHOHYDROQUINONE AND JUGLONE
title_full GREEN SYNTHETIC APPROACHES TO FUROYLNAPHTHOHYDROQUINONE AND JUGLONE
title_fullStr GREEN SYNTHETIC APPROACHES TO FUROYLNAPHTHOHYDROQUINONE AND JUGLONE
title_full_unstemmed GREEN SYNTHETIC APPROACHES TO FUROYLNAPHTHOHYDROQUINONE AND JUGLONE
title_sort green synthetic approaches to furoylnaphthohydroquinone and juglone
publisher Sociedad Chilena de Química
publishDate 2014
url http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072014000200012
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