Síntese de heterociclos: 2-alquil/arilcalcogeno-n-(4-aril-1,3-tiazol-2-il)acetamidas e (s)-n-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil) acetamidas derivados de organocalcogênios

Detalhes bibliográficos
Ano de defesa: 2015
Autor(a) principal: Wolf, Lucas lattes
Orientador(a): Dornelles, Luciano lattes
Banca de defesa: Morel, Ademir Farias lattes, Perin, Gelson lattes, Zanatta, Nilo lattes, Corbellini, Valeriano Antonio lattes
Tipo de documento: Tese
Tipo de acesso: Acesso aberto
Idioma: por
Instituição de defesa: Universidade Federal de Santa Maria
Programa de Pós-Graduação: Programa de Pós-Graduação em Química
Departamento: Química
País: BR
Palavras-chave em Português:
Heterociclos
1,3-tiazois
1,2,4-oxadiazois
Organocalcogênios
Palavras-chave em Inglês:
Heterocycle
1,3-thiazole
1,2,4-oxadiazole
Organochalcogen
Área do conhecimento CNPq:
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
Link de acesso: http://repositorio.ufsm.br/handle/1/4271
Resumo: In the present work, a series of 2-alkyl/arylchalcogenide-N-(4-aryl-1,3-thiazol-2-yl)acetamide was prepared via addition of aryl or alkyl chalcogenides. This methodology allowed the preparation of new derivatives of 2-amino-1,3-thiazoles in good yields. The compound synthesized is intended to evaluate the biological potential from the antioxidant activity by scavenging capacity of the assay by ABTS and DPPH. Was also developed a methodology for obtaining the compounds (S)-N-(alkyl-1-(3-aryl-1,2,4-oxadiazol-5-yl)-2-(phenylchalcogenide)acetamide derived from (S)-2-(2-(phenylchalcogenide)acetamido)alkanoic acids and arylamidoximes employing microwave irradiation. This synthesis was carried out in three conditions by varying the reaction time, temperature and solvent. The reactions employing microwave irradiation exhibit advantages against reactions using conventional method. These compounds were characterized by 1H NMR, 13C NMR and techniques high resolution mass spectrometry.
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spelling 2017-05-182017-05-182015-03-27WOLF, Lucas. Synthesis of heterocicle: 2-alkyl/arylchalcogenide-n-(4-aryl-1,3-thiazol-2-yl) acetamide and (s)-n-(alkyl-1-(3-aryl-1,2,4-oxadiazol-5-yl)-2-(phenylchalcogenide)acetamide derivatives of organochalcogen. 2015. 264 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2015.http://repositorio.ufsm.br/handle/1/4271In the present work, a series of 2-alkyl/arylchalcogenide-N-(4-aryl-1,3-thiazol-2-yl)acetamide was prepared via addition of aryl or alkyl chalcogenides. This methodology allowed the preparation of new derivatives of 2-amino-1,3-thiazoles in good yields. The compound synthesized is intended to evaluate the biological potential from the antioxidant activity by scavenging capacity of the assay by ABTS and DPPH. Was also developed a methodology for obtaining the compounds (S)-N-(alkyl-1-(3-aryl-1,2,4-oxadiazol-5-yl)-2-(phenylchalcogenide)acetamide derived from (S)-2-(2-(phenylchalcogenide)acetamido)alkanoic acids and arylamidoximes employing microwave irradiation. This synthesis was carried out in three conditions by varying the reaction time, temperature and solvent. The reactions employing microwave irradiation exhibit advantages against reactions using conventional method. These compounds were characterized by 1H NMR, 13C NMR and techniques high resolution mass spectrometry.No presente trabalho, uma série de 2-alquil/arilcalcogeno-N-(4-aril-1,3-tiazol-2-il)acetamidas foi preparada via adição de calcogenetos de alquila ou arila. Essa metodologia permitiu a obtenção de derivados de 2-amino-1,3-tiazois em bons rendimentos. A proposta dessa síntese tem a finalidade de avaliar o potencial biológico a partir da atividade antioxidante por meio da capacidade sequestradora dos compostos sintetizados através de ensaios de ABTS e DPPH. Também foi desenvolvido uma metodologia para a obtenção dos compostos (S)-N-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil)acetamidas derivados de ácidos (S)-2-(2-(calcogenofenil)acetamido)alcanoicos e arilamidoximas, empregando irradiação de micro-ondas. Para essa síntese foram desenvolvidas três condições reacionais variando o tempo reacional, temperatura e solvente. As reações conduzidas em micro-ondas apresentaram vantagens frente às reações em método convencional. Estes compostos foram caracterizados por técnicas de RMN 1H, RMN 13C e por espectrometria de massas de alta resolução.Coordenação de Aperfeiçoamento de Pessoal de Nível Superiorapplication/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímicaHeterociclos1,3-tiazois1,2,4-oxadiazoisOrganocalcogêniosHeterocycle1,3-thiazole1,2,4-oxadiazoleOrganochalcogenCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese de heterociclos: 2-alquil/arilcalcogeno-n-(4-aril-1,3-tiazol-2-il)acetamidas e (s)-n-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil) acetamidas derivados de organocalcogêniosSynthesis of heterocicle: 2-alkyl/arylchalcogenide-n-(4-aryl-1,3-thiazol-2-yl) acetamide and (s)-n-(alkyl-1-(3-aryl-1,2,4-oxadiazol-5-yl)-2-(phenylchalcogenide)acetamide derivatives of organochalcogeninfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisDornelles, Lucianohttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4797177P9Morel, Ademir Fariashttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4783930A8Perin, Gelsonhttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4797983H8Zanatta, Nilohttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4783100P9Corbellini, Valeriano Antoniohttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4723838J1http://lattes.cnpq.br/9893077206581621Wolf, Lucas1006000000004003003005003003003006b4b1c8a-fdd1-49f0-a8ce-2d891b6579b640423f77-bcd9-4f69-867e-a5a6956d02e822df5f67-c304-4742-b982-4d1e6d30aecc1fdc0f55-b165-4805-8083-0d6d98ff1a25a3caf96b-54e9-4f59-95af-1941d0bb0087b23f5f07-69e0-4eb3-9366-32af24aafefcinfo:eu-repo/semantics/openAccessreponame:Biblioteca Digital de Teses e Dissertações do UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALWOLF, LUCAS.pdfapplication/pdf14124227http://repositorio.ufsm.br/bitstream/1/4271/1/WOLF%2c%20LUCAS.pdfd4afa220216943cc376d41733bebaa6bMD51TEXTWOLF, LUCAS.pdf.txtWOLF, LUCAS.pdf.txtExtracted texttext/plain253143http://repositorio.ufsm.br/bitstream/1/4271/2/WOLF%2c%20LUCAS.pdf.txt15f91dbcecfecae5cab55d8857afe625MD52THUMBNAILWOLF, LUCAS.pdf.jpgWOLF, LUCAS.pdf.jpgIM Thumbnailimage/jpeg5221http://repositorio.ufsm.br/bitstream/1/4271/3/WOLF%2c%20LUCAS.pdf.jpg88c449253340660ec5519b0703b0285dMD531/42712017-07-25 11:05:06.084oai:repositorio.ufsm.br:1/4271Biblioteca Digital de Teses e Dissertaçõeshttps://repositorio.ufsm.br/ONGhttps://repositorio.ufsm.br/oai/requestatendimento.sib@ufsm.br||tedebc@gmail.comopendoar:2017-07-25T14:05:06Biblioteca Digital de Teses e Dissertações do UFSM - Universidade Federal de Santa Maria (UFSM)false
dc.title.por.fl_str_mv Síntese de heterociclos: 2-alquil/arilcalcogeno-n-(4-aril-1,3-tiazol-2-il)acetamidas e (s)-n-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil) acetamidas derivados de organocalcogênios
dc.title.alternative.eng.fl_str_mv Synthesis of heterocicle: 2-alkyl/arylchalcogenide-n-(4-aryl-1,3-thiazol-2-yl) acetamide and (s)-n-(alkyl-1-(3-aryl-1,2,4-oxadiazol-5-yl)-2-(phenylchalcogenide)acetamide derivatives of organochalcogen
title Síntese de heterociclos: 2-alquil/arilcalcogeno-n-(4-aril-1,3-tiazol-2-il)acetamidas e (s)-n-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil) acetamidas derivados de organocalcogênios
spellingShingle Síntese de heterociclos: 2-alquil/arilcalcogeno-n-(4-aril-1,3-tiazol-2-il)acetamidas e (s)-n-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil) acetamidas derivados de organocalcogênios
Wolf, Lucas
Heterociclos
1,3-tiazois
1,2,4-oxadiazois
Organocalcogênios
Heterocycle
1,3-thiazole
1,2,4-oxadiazole
Organochalcogen
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Síntese de heterociclos: 2-alquil/arilcalcogeno-n-(4-aril-1,3-tiazol-2-il)acetamidas e (s)-n-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil) acetamidas derivados de organocalcogênios
title_full Síntese de heterociclos: 2-alquil/arilcalcogeno-n-(4-aril-1,3-tiazol-2-il)acetamidas e (s)-n-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil) acetamidas derivados de organocalcogênios
title_fullStr Síntese de heterociclos: 2-alquil/arilcalcogeno-n-(4-aril-1,3-tiazol-2-il)acetamidas e (s)-n-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil) acetamidas derivados de organocalcogênios
title_full_unstemmed Síntese de heterociclos: 2-alquil/arilcalcogeno-n-(4-aril-1,3-tiazol-2-il)acetamidas e (s)-n-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil) acetamidas derivados de organocalcogênios
title_sort Síntese de heterociclos: 2-alquil/arilcalcogeno-n-(4-aril-1,3-tiazol-2-il)acetamidas e (s)-n-(1-(3-aril-1,2,4-oxadiazol-5-il)alquil)-2-(calcogenofenil) acetamidas derivados de organocalcogênios
author Wolf, Lucas
author_facet Wolf, Lucas
author_role author
dc.contributor.advisor1.fl_str_mv Dornelles, Luciano
dc.contributor.advisor1Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4797177P9
dc.contributor.referee1.fl_str_mv Morel, Ademir Farias
dc.contributor.referee1Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4783930A8
dc.contributor.referee2.fl_str_mv Perin, Gelson
dc.contributor.referee2Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4797983H8
dc.contributor.referee3.fl_str_mv Zanatta, Nilo
dc.contributor.referee3Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4783100P9
dc.contributor.referee4.fl_str_mv Corbellini, Valeriano Antonio
dc.contributor.referee4Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4723838J1
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/9893077206581621
dc.contributor.author.fl_str_mv Wolf, Lucas
contributor_str_mv Dornelles, Luciano
Morel, Ademir Farias
Perin, Gelson
Zanatta, Nilo
Corbellini, Valeriano Antonio
dc.subject.por.fl_str_mv Heterociclos
1,3-tiazois
1,2,4-oxadiazois
Organocalcogênios
topic Heterociclos
1,3-tiazois
1,2,4-oxadiazois
Organocalcogênios
Heterocycle
1,3-thiazole
1,2,4-oxadiazole
Organochalcogen
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.eng.fl_str_mv Heterocycle
1,3-thiazole
1,2,4-oxadiazole
Organochalcogen
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description In the present work, a series of 2-alkyl/arylchalcogenide-N-(4-aryl-1,3-thiazol-2-yl)acetamide was prepared via addition of aryl or alkyl chalcogenides. This methodology allowed the preparation of new derivatives of 2-amino-1,3-thiazoles in good yields. The compound synthesized is intended to evaluate the biological potential from the antioxidant activity by scavenging capacity of the assay by ABTS and DPPH. Was also developed a methodology for obtaining the compounds (S)-N-(alkyl-1-(3-aryl-1,2,4-oxadiazol-5-yl)-2-(phenylchalcogenide)acetamide derived from (S)-2-(2-(phenylchalcogenide)acetamido)alkanoic acids and arylamidoximes employing microwave irradiation. This synthesis was carried out in three conditions by varying the reaction time, temperature and solvent. The reactions employing microwave irradiation exhibit advantages against reactions using conventional method. These compounds were characterized by 1H NMR, 13C NMR and techniques high resolution mass spectrometry.
publishDate 2015
dc.date.issued.fl_str_mv 2015-03-27
dc.date.accessioned.fl_str_mv 2017-05-18
dc.date.available.fl_str_mv 2017-05-18
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/doctoralThesis
format doctoralThesis
status_str publishedVersion
dc.identifier.citation.fl_str_mv WOLF, Lucas. Synthesis of heterocicle: 2-alkyl/arylchalcogenide-n-(4-aryl-1,3-thiazol-2-yl) acetamide and (s)-n-(alkyl-1-(3-aryl-1,2,4-oxadiazol-5-yl)-2-(phenylchalcogenide)acetamide derivatives of organochalcogen. 2015. 264 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2015.
dc.identifier.uri.fl_str_mv http://repositorio.ufsm.br/handle/1/4271
identifier_str_mv WOLF, Lucas. Synthesis of heterocicle: 2-alkyl/arylchalcogenide-n-(4-aryl-1,3-thiazol-2-yl) acetamide and (s)-n-(alkyl-1-(3-aryl-1,2,4-oxadiazol-5-yl)-2-(phenylchalcogenide)acetamide derivatives of organochalcogen. 2015. 264 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2015.
url http://repositorio.ufsm.br/handle/1/4271
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dc.publisher.country.fl_str_mv BR
dc.publisher.department.fl_str_mv Química
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