Obtenção de novos heterociclos derivados do ácido levulínico

Detalhes bibliográficos
Ano de defesa: 2013
Autor(a) principal: Frigo, Leandro Marcon lattes
Orientador(a): Flores, Alex Fabiani Claro lattes
Banca de defesa: Morel, Ademir Farias lattes, Siqueira, Geonir Machado lattes, Mostardeiro, Marco Aurelio lattes, Beck, Paulo Henrique 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:
Palavras-chave em Inglês:
Área do conhecimento CNPq:
Link de acesso: http://repositorio.ufsm.br/handle/1/4263
Resumo: This study describes the attainment of twenty three (23) bis-heterocycles derived from the Levulinic Acid: Bis-Pyrazoles (6a-k) by the reaction of cyclecondensation between the 3-(5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-3-il)propanohidrazidamand a series of replaced β-alcoxiviniltrifluorometilcetonas. 1,3,4-oxadiazole 2-5-disubstituted (8-11) by reactions like [4 + 1] [OCNN+C], through the reactions of cyclecondensation between the 3-(5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-3-yl)propanohidrazida with different orthoesters as well as with carbon disulfide. It was also produced hydrazides (16c-d, g-h e 17c-d, g-h) derived of synthesized pyrimidines, to be used as precursorsn in the synthesis of bis-heterocycles, derivatizated of the reaction of those with some β- Ketones alcoxiviniltrifluormetil. The bis-heterocycles were obtained by the ordinary methodology, with efficiency between 61-97%.It was also gotten other original compounds (3i-k, 5), used as precursors in this study. The structure of these synthesized compounds were confirmed by the data of RMN 1H, 13C, besides the data of mass spectrometry.
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spelling 2017-05-182017-05-182013-09-30FRIGO, Leandro Marcon. Attainment of new heterocycles derived from levulinic acid. 2013. 230 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013.http://repositorio.ufsm.br/handle/1/4263This study describes the attainment of twenty three (23) bis-heterocycles derived from the Levulinic Acid: Bis-Pyrazoles (6a-k) by the reaction of cyclecondensation between the 3-(5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-3-il)propanohidrazidamand a series of replaced β-alcoxiviniltrifluorometilcetonas. 1,3,4-oxadiazole 2-5-disubstituted (8-11) by reactions like [4 + 1] [OCNN+C], through the reactions of cyclecondensation between the 3-(5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-3-yl)propanohidrazida with different orthoesters as well as with carbon disulfide. It was also produced hydrazides (16c-d, g-h e 17c-d, g-h) derived of synthesized pyrimidines, to be used as precursorsn in the synthesis of bis-heterocycles, derivatizated of the reaction of those with some β- Ketones alcoxiviniltrifluormetil. The bis-heterocycles were obtained by the ordinary methodology, with efficiency between 61-97%.It was also gotten other original compounds (3i-k, 5), used as precursors in this study. The structure of these synthesized compounds were confirmed by the data of RMN 1H, 13C, besides the data of mass spectrometry.Este trabalho descreve a obtenção de 23 novos bis-heterociclos derivados do Ácido Levulínico: Bis-Pirazóis (6a-k) a partir da reação de ciclocondensação entre o 3-(5-(trifluorometil)-4,5-dihidro-1H-pirazol-3-il)propanohidrazida e uma série de β-alcoxiviniltrifluorometilcetonas substituídas; 1,3,4-oxadiazóis 2-5-dissubstituídos (8-11) via reações do tipo [4 + 1] [OCNN+C], através de reações de ciclocondensação entre a 3-(5-(trifluorometil)-4,5-dihidro-1H-pirazol-3-il)propanohidrazida com diferentes ortoésteres, bem como com dissulfeto de carbono. Foram produzidas ainda, hidrazidas( 16c-d, g-h e 17c-d, g-h) derivadas de pirimidinas sintetizadas, para serem utilizadas como precursores na síntese de bis-heterociclos, derivatizados da reação destas com algumas β-alcoxiviniltrifluormetil cetonas. Os bis-heterociclos foram obtidos por metodologia convencional, com rendimentos entre 61-97%. Foram obtidos ainda outros compostos inéditos (3i-k, 5) utilizados como precursores nesse trabalho. As estruturas dos compostos sintetizados foram confirmadas por dados de RMN 1H, 13C, além de dados de espectrometria de massas.Conselho Nacional de Desenvolvimento Científico e Tecnológicoapplication/pdfporUniversidade Federal de Santa MariaPrograma de Pós-Graduação em QuímicaUFSMBRQuímicaOxadiazóisPirimidinasPirazóisBis-heterociclosOxadiazolePyrimidinesPyrazolesBis-heterocyclesCNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICAObtenção de novos heterociclos derivados do ácido levulínicoAttainment of new heterocycles derived from levulinic acidinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/doctoralThesisFlores, Alex Fabiani Clarohttp://lattes.cnpq.br/1159954352174167Morel, Ademir Fariashttp://lattes.cnpq.br/3554994385525333Siqueira, Geonir Machadohttp://lattes.cnpq.br/3245577879591660Mostardeiro, Marco Aureliohttp://lattes.cnpq.br/6195396264565980Beck, Paulo Henriquehttp://lattes.cnpq.br/4175014494565472http://lattes.cnpq.br/3667993659461271Frigo, Leandro Marcon1006000000004003005005003003003008a4555ae-c246-4b1a-adac-bf3b2784da08b9c70ee1-03cf-46d9-a2c3-087aa581f24f22df5f67-c304-4742-b982-4d1e6d30aecc39dc23ab-ef8b-429d-9c37-d1efcde74a4c1ec253ee-25dd-4b17-801e-c4bf7312a9d8ca1df483-94db-4ec1-824c-b40d1aad0037info:eu-repo/semantics/openAccessreponame:Manancial - Repositório Digital da UFSMinstname:Universidade Federal de Santa Maria (UFSM)instacron:UFSMORIGINALFRIGO, LEANDRO MARCON.pdfapplication/pdf18769634http://repositorio.ufsm.br/bitstream/1/4263/1/FRIGO%2c%20LEANDRO%20MARCON.pdfec574254180abe9ef35e075e52f076b3MD51TEXTFRIGO, LEANDRO MARCON.pdf.txtFRIGO, LEANDRO MARCON.pdf.txtExtracted texttext/plain209559http://repositorio.ufsm.br/bitstream/1/4263/2/FRIGO%2c%20LEANDRO%20MARCON.pdf.txte4d24ce117991afaad3c07b79ed2d553MD52THUMBNAILFRIGO, LEANDRO MARCON.pdf.jpgFRIGO, LEANDRO MARCON.pdf.jpgIM Thumbnailimage/jpeg5805http://repositorio.ufsm.br/bitstream/1/4263/3/FRIGO%2c%20LEANDRO%20MARCON.pdf.jpgab23b0ac8baae2b2d57f8ee4ada33bf7MD531/42632022-08-29 14:16:26.093oai:repositorio.ufsm.br:1/4263Repositório Institucionalhttp://repositorio.ufsm.br/PUBhttp://repositorio.ufsm.br/oai/requestopendoar:39132022-08-29T17:16:26Manancial - Repositório Digital da UFSM - Universidade Federal de Santa Maria (UFSM)false
dc.title.por.fl_str_mv Obtenção de novos heterociclos derivados do ácido levulínico
dc.title.alternative.eng.fl_str_mv Attainment of new heterocycles derived from levulinic acid
title Obtenção de novos heterociclos derivados do ácido levulínico
spellingShingle Obtenção de novos heterociclos derivados do ácido levulínico
Frigo, Leandro Marcon
Oxadiazóis
Pirimidinas
Pirazóis
Bis-heterociclos
Oxadiazole
Pyrimidines
Pyrazoles
Bis-heterocycles
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
title_short Obtenção de novos heterociclos derivados do ácido levulínico
title_full Obtenção de novos heterociclos derivados do ácido levulínico
title_fullStr Obtenção de novos heterociclos derivados do ácido levulínico
title_full_unstemmed Obtenção de novos heterociclos derivados do ácido levulínico
title_sort Obtenção de novos heterociclos derivados do ácido levulínico
author Frigo, Leandro Marcon
author_facet Frigo, Leandro Marcon
author_role author
dc.contributor.advisor1.fl_str_mv Flores, Alex Fabiani Claro
dc.contributor.advisor1Lattes.fl_str_mv http://lattes.cnpq.br/1159954352174167
dc.contributor.referee1.fl_str_mv Morel, Ademir Farias
dc.contributor.referee1Lattes.fl_str_mv http://lattes.cnpq.br/3554994385525333
dc.contributor.referee2.fl_str_mv Siqueira, Geonir Machado
dc.contributor.referee2Lattes.fl_str_mv http://lattes.cnpq.br/3245577879591660
dc.contributor.referee3.fl_str_mv Mostardeiro, Marco Aurelio
dc.contributor.referee3Lattes.fl_str_mv http://lattes.cnpq.br/6195396264565980
dc.contributor.referee4.fl_str_mv Beck, Paulo Henrique
dc.contributor.referee4Lattes.fl_str_mv http://lattes.cnpq.br/4175014494565472
dc.contributor.authorLattes.fl_str_mv http://lattes.cnpq.br/3667993659461271
dc.contributor.author.fl_str_mv Frigo, Leandro Marcon
contributor_str_mv Flores, Alex Fabiani Claro
Morel, Ademir Farias
Siqueira, Geonir Machado
Mostardeiro, Marco Aurelio
Beck, Paulo Henrique
dc.subject.por.fl_str_mv Oxadiazóis
Pirimidinas
Pirazóis
Bis-heterociclos
topic Oxadiazóis
Pirimidinas
Pirazóis
Bis-heterociclos
Oxadiazole
Pyrimidines
Pyrazoles
Bis-heterocycles
CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
dc.subject.eng.fl_str_mv Oxadiazole
Pyrimidines
Pyrazoles
Bis-heterocycles
dc.subject.cnpq.fl_str_mv CNPQ::CIENCIAS EXATAS E DA TERRA::QUIMICA
description This study describes the attainment of twenty three (23) bis-heterocycles derived from the Levulinic Acid: Bis-Pyrazoles (6a-k) by the reaction of cyclecondensation between the 3-(5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-3-il)propanohidrazidamand a series of replaced β-alcoxiviniltrifluorometilcetonas. 1,3,4-oxadiazole 2-5-disubstituted (8-11) by reactions like [4 + 1] [OCNN+C], through the reactions of cyclecondensation between the 3-(5-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-3-yl)propanohidrazida with different orthoesters as well as with carbon disulfide. It was also produced hydrazides (16c-d, g-h e 17c-d, g-h) derived of synthesized pyrimidines, to be used as precursorsn in the synthesis of bis-heterocycles, derivatizated of the reaction of those with some β- Ketones alcoxiviniltrifluormetil. The bis-heterocycles were obtained by the ordinary methodology, with efficiency between 61-97%.It was also gotten other original compounds (3i-k, 5), used as precursors in this study. The structure of these synthesized compounds were confirmed by the data of RMN 1H, 13C, besides the data of mass spectrometry.
publishDate 2013
dc.date.issued.fl_str_mv 2013-09-30
dc.date.accessioned.fl_str_mv 2017-05-18
dc.date.available.fl_str_mv 2017-05-18
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dc.identifier.citation.fl_str_mv FRIGO, Leandro Marcon. Attainment of new heterocycles derived from levulinic acid. 2013. 230 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013.
dc.identifier.uri.fl_str_mv http://repositorio.ufsm.br/handle/1/4263
identifier_str_mv FRIGO, Leandro Marcon. Attainment of new heterocycles derived from levulinic acid. 2013. 230 f. Tese (Doutorado em Química) - Universidade Federal de Santa Maria, Santa Maria, 2013.
url http://repositorio.ufsm.br/handle/1/4263
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