Studies Toward the Synthesis of Caramboxin Analogues
Autor(a) principal: | |
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Data de Publicação: | 2019 |
Outros Autores: | , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Journal of the Brazilian Chemical Society (Online) |
Texto Completo: | http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000300528 |
Resumo: | Intrigued by the recent discovery of caramboxin by Brazilian researchers, we present the results from our studies toward the racemic synthesis of caramboxin analogs through the ortho-carboxylation of 3,5-dimethoxy benzyl derivatives. Three different approaches were tested, and the route involving a Vilsmeier-Haack formylation followed by a Lindgren oxidation provide a potential intermediate for the synthesis of several caramboxin analogs. |
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Studies Toward the Synthesis of Caramboxin Analoguescaramboxinstar fruitVilsmeier-Haack reactionLindgren oxidationCurtius rearrangementBischler-Napieralski reactionIntrigued by the recent discovery of caramboxin by Brazilian researchers, we present the results from our studies toward the racemic synthesis of caramboxin analogs through the ortho-carboxylation of 3,5-dimethoxy benzyl derivatives. Three different approaches were tested, and the route involving a Vilsmeier-Haack formylation followed by a Lindgren oxidation provide a potential intermediate for the synthesis of several caramboxin analogs.Sociedade Brasileira de Química2019-03-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersiontext/htmlhttp://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000300528Journal of the Brazilian Chemical Society v.30 n.3 2019reponame:Journal of the Brazilian Chemical Society (Online)instname:Sociedade Brasileira de Química (SBQ)instacron:SBQ10.21577/0103-5053.20180202info:eu-repo/semantics/openAccessOliveira Filho,Ronaldo E.Higa,Vanessa M.Omori,Álvaro T.eng2019-02-14T00:00:00Zoai:scielo:S0103-50532019000300528Revistahttp://jbcs.sbq.org.brONGhttps://old.scielo.br/oai/scielo-oai.php||office@jbcs.sbq.org.br1678-47900103-5053opendoar:2019-02-14T00:00Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ)false |
dc.title.none.fl_str_mv |
Studies Toward the Synthesis of Caramboxin Analogues |
title |
Studies Toward the Synthesis of Caramboxin Analogues |
spellingShingle |
Studies Toward the Synthesis of Caramboxin Analogues Oliveira Filho,Ronaldo E. caramboxin star fruit Vilsmeier-Haack reaction Lindgren oxidation Curtius rearrangement Bischler-Napieralski reaction |
title_short |
Studies Toward the Synthesis of Caramboxin Analogues |
title_full |
Studies Toward the Synthesis of Caramboxin Analogues |
title_fullStr |
Studies Toward the Synthesis of Caramboxin Analogues |
title_full_unstemmed |
Studies Toward the Synthesis of Caramboxin Analogues |
title_sort |
Studies Toward the Synthesis of Caramboxin Analogues |
author |
Oliveira Filho,Ronaldo E. |
author_facet |
Oliveira Filho,Ronaldo E. Higa,Vanessa M. Omori,Álvaro T. |
author_role |
author |
author2 |
Higa,Vanessa M. Omori,Álvaro T. |
author2_role |
author author |
dc.contributor.author.fl_str_mv |
Oliveira Filho,Ronaldo E. Higa,Vanessa M. Omori,Álvaro T. |
dc.subject.por.fl_str_mv |
caramboxin star fruit Vilsmeier-Haack reaction Lindgren oxidation Curtius rearrangement Bischler-Napieralski reaction |
topic |
caramboxin star fruit Vilsmeier-Haack reaction Lindgren oxidation Curtius rearrangement Bischler-Napieralski reaction |
description |
Intrigued by the recent discovery of caramboxin by Brazilian researchers, we present the results from our studies toward the racemic synthesis of caramboxin analogs through the ortho-carboxylation of 3,5-dimethoxy benzyl derivatives. Three different approaches were tested, and the route involving a Vilsmeier-Haack formylation followed by a Lindgren oxidation provide a potential intermediate for the synthesis of several caramboxin analogs. |
publishDate |
2019 |
dc.date.none.fl_str_mv |
2019-03-01 |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000300528 |
url |
http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532019000300528 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
10.21577/0103-5053.20180202 |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
text/html |
dc.publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
publisher.none.fl_str_mv |
Sociedade Brasileira de Química |
dc.source.none.fl_str_mv |
Journal of the Brazilian Chemical Society v.30 n.3 2019 reponame:Journal of the Brazilian Chemical Society (Online) instname:Sociedade Brasileira de Química (SBQ) instacron:SBQ |
instname_str |
Sociedade Brasileira de Química (SBQ) |
instacron_str |
SBQ |
institution |
SBQ |
reponame_str |
Journal of the Brazilian Chemical Society (Online) |
collection |
Journal of the Brazilian Chemical Society (Online) |
repository.name.fl_str_mv |
Journal of the Brazilian Chemical Society (Online) - Sociedade Brasileira de Química (SBQ) |
repository.mail.fl_str_mv |
||office@jbcs.sbq.org.br |
_version_ |
1750318181650530304 |