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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Sociedad Chilena de Química
2014
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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 |
work_keys_str_mv |
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_version_ |
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