Heck arylations of N-acyl-3-pyrroline and N-acyl-1,2,5,6-tetrahydropyridine with aryldiazonium salts. Short syntheses of aryl gamma- and delta-lactams, baclofen, homobaclofen and analogues

dc.creatorCarpes, MJS
dc.creatorCorreia, CRD
dc.date2002
dc.date46753
dc.date2014-11-18T21:38:26Z
dc.date2015-11-26T17:54:33Z
dc.date2014-11-18T21:38:26Z
dc.date2015-11-26T17:54:33Z
dc.date.accessioned2018-03-29T00:38:15Z
dc.date.available2018-03-29T00:38:15Z
dc.identifierTetrahedron Letters. Pergamon-elsevier Science Ltd, v. 43, n. 5, n. 741, n. 744, 2002.
dc.identifier0040-4039
dc.identifierWOS:000173596400003
dc.identifier10.1016/S0040-4039(01)02267-5
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/68204
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/68204
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/68204
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1290813
dc.descriptionHeck arylation of N-acyl-3-pyrrolines and an N-acyl-tetrahydropyridine with aryldiazonium tetrafluoroborates under phosphine-free conditions proceeded smoothly to give alpha-hydroxycarbamates (hemiaminals) or alpha-alkoxycarbamates which were oxidized to the desired gamma- and delta-lactams. Acidic hydrolysis of the gamma-lactams produced a series of arylated GABA derivatives, including baclofen, a useful therapeutic drug. in only three steps with ail overall yield of 63 76%, Starting from N-acyl-tetrahydropyridine, aryl-delta-lactams and higher homologues of baclofen can be obtained. (C) 2002 Elsevier Science Ltd. All rights reserved.
dc.description43
dc.description5
dc.description741
dc.description744
dc.languageen
dc.publisherPergamon-elsevier Science Ltd
dc.publisherOxford
dc.publisherInglaterra
dc.relationTetrahedron Letters
dc.relationTetrahedron Lett.
dc.rightsfechado
dc.rightshttp://www.elsevier.com/about/open-access/open-access-policies/article-posting-policy
dc.sourceWeb of Science
dc.subjectPalladium-catalyzed Arylation
dc.subjectDiazonium Salts
dc.subjectArenediazonium-salts
dc.subjectAcid
dc.subjectEfficient
dc.subject(-)-codonopsinine
dc.subject(r)-(-)-baclofen
dc.subjectDerivatives
dc.subjectInhibitors
dc.subjectCocaine
dc.titleHeck arylations of N-acyl-3-pyrroline and N-acyl-1,2,5,6-tetrahydropyridine with aryldiazonium salts. Short syntheses of aryl gamma- and delta-lactams, baclofen, homobaclofen and analogues
dc.typeArtículos de revistas


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