Síntese de novos azóis derivados da 1,1- difenilacetona

Detalhes bibliográficos
Ano de defesa: 2014
Autor(a) principal: Friedein, Alynne Alegre Souto
Orientador(a): Flores, Alex Fabiani Claro lattes
Banca de defesa: Dalcol, Ionara Irion lattes, Machado, Pablo lattes
Tipo de documento: Dissertação
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:
β-alcoxivinil cetonas
Isoxazóis
Pirazóis
Palavras-chave em Inglês:
β-alcoxivinil ketones
Isoxazoles
Pyrazoles
Área do conhecimento CNPq:
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
Link de acesso: http://repositorio.ufsm.br/handle/1/10591
Resumo: This work describes an efficient method to obtaining new heterocycles from the reaction of acetalization of the ketonic carbonyl, followed by acylation of the enolether, generated in situ from the acetal derivative of 1,1-diphenylacetone, with trifluoroacetic anhydride, tricloroacetila of chloride, clorodiflúoracético anhydride, pentaflúorpropiônico anhydride in the absence of solvents. There were performed reactions of cyclocondensation between 1,1,1-trialo-4-alkoxy-3-alquen-2-ones and hydroxylamine hydrochloride, forming, in general, the 5-trialometil-5-hydroxy-4,5-diidroisoxazóis. To obtaining pyrazoline compounds, was proposed the cyclocondensation between the β-ketones alcoxivinil (ou é β-alcoxivinil ketones?) and four different dinucleophiles: monohydrate hydrazine, phenylhydrazine, thiosemicarbazide and aminoguanidine carbonate. All compounds synthesized on this work, since the acetal to the final heterocycles are inedited and their structures were confirmed by RMN 1H e 13C data. In this work, were also performed antimicrobial activity tests of some compounds against microorganisms, wherein some showed significant result for bacteria of great clinical interest, Staphylococcus aureus.
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spelling 2017-05-102017-05-102014-08-07FRIEDEIN, Alynne Alegre Souto. Synthesis of new azoles derivatives of 1,1 diphenylacetone. 2014. 152 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2014.http://repositorio.ufsm.br/handle/1/10591This work describes an efficient method to obtaining new heterocycles from the reaction of acetalization of the ketonic carbonyl, followed by acylation of the enolether, generated in situ from the acetal derivative of 1,1-diphenylacetone, with trifluoroacetic anhydride, tricloroacetila of chloride, clorodiflúoracético anhydride, pentaflúorpropiônico anhydride in the absence of solvents. There were performed reactions of cyclocondensation between 1,1,1-trialo-4-alkoxy-3-alquen-2-ones and hydroxylamine hydrochloride, forming, in general, the 5-trialometil-5-hydroxy-4,5-diidroisoxazóis. To obtaining pyrazoline compounds, was proposed the cyclocondensation between the β-ketones alcoxivinil (ou é β-alcoxivinil ketones?) and four different dinucleophiles: monohydrate hydrazine, phenylhydrazine, thiosemicarbazide and aminoguanidine carbonate. All compounds synthesized on this work, since the acetal to the final heterocycles are inedited and their structures were confirmed by RMN 1H e 13C data. In this work, were also performed antimicrobial activity tests of some compounds against microorganisms, wherein some showed significant result for bacteria of great clinical interest, Staphylococcus aureus.Este trabalho descreve um método eficiente para a obtenção de novos heterociclos a partir da reação de acetalização da carbonila cetônica, seguida pela acilação do enoléter, gerado in situ a partir do acetal derivado da 1,1-difenilacetona, com anidrido trifluoracético, cloreto de tricloroacetila, anidrido clorodiflúoracético e anidrido pentaflúorpropiônico na ausência de solventes. Foram realizadas reações de ciclocondensação entre as 1,1,1-trialo-4-alcoxi-3-alquen-2-onas e cloridrato de hidroxilamina, formando, de maneira geral, os 5-trialometil-5-hidroxi-4,5-diidroisoxazóis. Para obtenção dos compostos pirazolínicos, foi proposta a ciclocondensação entre as β-alcoxivinil cetonas e quatro diferentes dinucleófilos: monohidrato de hidrazina, fenilhidrazina, tiosemicarbazida e carbonato de aminoguanidina. Todos os compostos sintetizados neste trabalho, desde o acetal até os heterociclos finais são inéditos e suas estruturas foram confirmadas por dados de RMN 1H e 13C. Neste trabalho, também foram realizados testes de atividade antimicrobiana de alguns compostos contra microorganismos, sendo que alguns apresentaram significativo resultado para a bactéria de grande interesse clínico, Staphylococcus aureus.application/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímicaβ-alcoxivinil cetonasIsoxazóisPirazóisβ-alcoxivinil ketonesIsoxazolesPyrazolesCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICASíntese de novos azóis derivados da 1,1- difenilacetonaSynthesis of new azoles derivatives of 1,1 diphenylacetoneinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesisFlores, Alex Fabiani Clarohttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4782774Y0Dalcol, Ionara Irionhttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4797864E9Machado, Pablohttp://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4757509Z3Friedein, Alynne Alegre Souto1006000000004005003005003008a4555ae-c246-4b1a-adac-bf3b2784da08fdb16a71-e9f1-41e2-974d-e246e505917d2cbacb00-be94-498b-9c77-1d47963baf69a2ca45d4-9762-4526-9260-c56e88fa871ainfo:eu-repo/semantics/openAccessreponame:Manancial - Repositório Digital da UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALFRIEDEIN, ALYNNE ALEGRE SOUTO.pdfapplication/pdf3466607http://repositorio.ufsm.br/bitstream/1/10591/1/FRIEDEIN%2c%20ALYNNE%20ALEGRE%20SOUTO.pdf49217626bafbfaad109e18f3945d65b3MD51TEXTFRIEDEIN, ALYNNE ALEGRE SOUTO.pdf.txtFRIEDEIN, ALYNNE ALEGRE SOUTO.pdf.txtExtracted texttext/plain115060http://repositorio.ufsm.br/bitstream/1/10591/2/FRIEDEIN%2c%20ALYNNE%20ALEGRE%20SOUTO.pdf.txt694d869eb70a87ec1a399583c4589b50MD52THUMBNAILFRIEDEIN, ALYNNE ALEGRE SOUTO.pdf.jpgFRIEDEIN, ALYNNE ALEGRE SOUTO.pdf.jpgIM Thumbnailimage/jpeg6240http://repositorio.ufsm.br/bitstream/1/10591/3/FRIEDEIN%2c%20ALYNNE%20ALEGRE%20SOUTO.pdf.jpgea5533f07c9fd80ffe4839e4d139fba4MD531/105912017-07-30 00:39:26.981oai:repositorio.ufsm.br:1/10591Repositório Institucionalhttp://repositorio.ufsm.br/PUBhttp://repositorio.ufsm.br/oai/requestopendoar:39132017-07-30T03:39:26Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM)false
dc.title.por.fl_str_mv Síntese de novos azóis derivados da 1,1- difenilacetona
dc.title.alternative.eng.fl_str_mv Synthesis of new azoles derivatives of 1,1 diphenylacetone
title Síntese de novos azóis derivados da 1,1- difenilacetona
spellingShingle Síntese de novos azóis derivados da 1,1- difenilacetona
Friedein, Alynne Alegre Souto
β-alcoxivinil cetonas
Isoxazóis
Pirazóis
β-alcoxivinil ketones
Isoxazoles
Pyrazoles
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Síntese de novos azóis derivados da 1,1- difenilacetona
title_full Síntese de novos azóis derivados da 1,1- difenilacetona
title_fullStr Síntese de novos azóis derivados da 1,1- difenilacetona
title_full_unstemmed Síntese de novos azóis derivados da 1,1- difenilacetona
title_sort Síntese de novos azóis derivados da 1,1- difenilacetona
author Friedein, Alynne Alegre Souto
author_facet Friedein, Alynne Alegre Souto
author_role author
dc.contributor.advisor1.fl_str_mv Flores, Alex Fabiani Claro
dc.contributor.advisor1Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4782774Y0
dc.contributor.referee1.fl_str_mv Dalcol, Ionara Irion
dc.contributor.referee1Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4797864E9
dc.contributor.referee2.fl_str_mv Machado, Pablo
dc.contributor.referee2Lattes.fl_str_mv http://buscatextual.cnpq.br/buscatextual/visualizacv.do?id=K4757509Z3
dc.contributor.author.fl_str_mv Friedein, Alynne Alegre Souto
contributor_str_mv Flores, Alex Fabiani Claro
Dalcol, Ionara Irion
Machado, Pablo
dc.subject.por.fl_str_mv β-alcoxivinil cetonas
Isoxazóis
Pirazóis
topic β-alcoxivinil cetonas
Isoxazóis
Pirazóis
β-alcoxivinil ketones
Isoxazoles
Pyrazoles
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.eng.fl_str_mv β-alcoxivinil ketones
Isoxazoles
Pyrazoles
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description This work describes an efficient method to obtaining new heterocycles from the reaction of acetalization of the ketonic carbonyl, followed by acylation of the enolether, generated in situ from the acetal derivative of 1,1-diphenylacetone, with trifluoroacetic anhydride, tricloroacetila of chloride, clorodiflúoracético anhydride, pentaflúorpropiônico anhydride in the absence of solvents. There were performed reactions of cyclocondensation between 1,1,1-trialo-4-alkoxy-3-alquen-2-ones and hydroxylamine hydrochloride, forming, in general, the 5-trialometil-5-hydroxy-4,5-diidroisoxazóis. To obtaining pyrazoline compounds, was proposed the cyclocondensation between the β-ketones alcoxivinil (ou é β-alcoxivinil ketones?) and four different dinucleophiles: monohydrate hydrazine, phenylhydrazine, thiosemicarbazide and aminoguanidine carbonate. All compounds synthesized on this work, since the acetal to the final heterocycles are inedited and their structures were confirmed by RMN 1H e 13C data. In this work, were also performed antimicrobial activity tests of some compounds against microorganisms, wherein some showed significant result for bacteria of great clinical interest, Staphylococcus aureus.
publishDate 2014
dc.date.issued.fl_str_mv 2014-08-07
dc.date.accessioned.fl_str_mv 2017-05-10
dc.date.available.fl_str_mv 2017-05-10
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dc.type.driver.fl_str_mv info:eu-repo/semantics/masterThesis
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dc.identifier.citation.fl_str_mv FRIEDEIN, Alynne Alegre Souto. Synthesis of new azoles derivatives of 1,1 diphenylacetone. 2014. 152 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2014.
dc.identifier.uri.fl_str_mv http://repositorio.ufsm.br/handle/1/10591
identifier_str_mv FRIEDEIN, Alynne Alegre Souto. Synthesis of new azoles derivatives of 1,1 diphenylacetone. 2014. 152 f. Dissertação (Mestrado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2014.
url http://repositorio.ufsm.br/handle/1/10591
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dc.publisher.none.fl_str_mv Universidade Federal de Santa Maria
dc.publisher.program.fl_str_mv Programa de Pós-Graduação em Química
dc.publisher.initials.fl_str_mv UFSM
dc.publisher.country.fl_str_mv BR
dc.publisher.department.fl_str_mv Química
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