Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime
Autor(a) principal: | |
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Data de Publicação: | 2020 |
Tipo de documento: | Dissertação |
Idioma: | eng |
Título da fonte: | Repositório Institucional da UFSCAR |
Texto Completo: | https://repositorio.ufscar.br/handle/ufscar/12959 |
Resumo: | Sustainable chemistry has gained relevance in recent years, not only in the fine chemical industry, but also in organic synthesis. This new conception of chemistry allows the development of environmentally friendly processes, by minimizing waste generation as well as in reducing the handling of hazardous chemical reagents. However, this approach encourages the use of "sustainable or green" substrates and solvents. In this context, the use of continuous flow has been extended at an exponential rate in organic synthesis, due to the various applications to the synthesis of derivatives of natural products of interest to the pharmaceutical industry. In order to contribute in the area, this project aimed to develop a new stereoselective methodology for the synthesis of tetrasubstituted cyclopentenes through sustainable approach. Combination of organocatalysis and multicomponent reactions as synthesis tools was chosen. Both methodologies allowed the use of green solvents, as well as the incorporation of continuous flow techniques in the substitution of batch methods. The multicomponent stage represented significant advances in the development of a more sustainable methodology. Finally, the designed methodology can be considered as a sustainable protocol for the synthesis of analogues of natural products, enantiomerically enriched, quick and efficiently. |
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Bueno Broterson, YoiselPaixão, Márcio Weberhttp://lattes.cnpq.br/3773908504964104http://lattes.cnpq.br/55887875347222857f6cd869-7b06-4ab9-a1f8-bf1d891ba5e12020-06-23T21:01:34Z2020-06-23T21:01:34Z2020-03-25BUENO BROTERSON, Yoisel. Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime. 2020. Dissertação (Mestrado em Química) – Universidade Federal de São Carlos, São Carlos, 2020. Disponível em: https://repositorio.ufscar.br/handle/ufscar/12959.https://repositorio.ufscar.br/handle/ufscar/12959Sustainable chemistry has gained relevance in recent years, not only in the fine chemical industry, but also in organic synthesis. This new conception of chemistry allows the development of environmentally friendly processes, by minimizing waste generation as well as in reducing the handling of hazardous chemical reagents. However, this approach encourages the use of "sustainable or green" substrates and solvents. In this context, the use of continuous flow has been extended at an exponential rate in organic synthesis, due to the various applications to the synthesis of derivatives of natural products of interest to the pharmaceutical industry. In order to contribute in the area, this project aimed to develop a new stereoselective methodology for the synthesis of tetrasubstituted cyclopentenes through sustainable approach. Combination of organocatalysis and multicomponent reactions as synthesis tools was chosen. Both methodologies allowed the use of green solvents, as well as the incorporation of continuous flow techniques in the substitution of batch methods. The multicomponent stage represented significant advances in the development of a more sustainable methodology. Finally, the designed methodology can be considered as a sustainable protocol for the synthesis of analogues of natural products, enantiomerically enriched, quick and efficiently.A química sustentável ganhou relevância nos últimos anos, não apenas na indústria de química fina, mas também, em síntese orgânica. Essa nova concepção da química, permite o desenvolvimento de processos de maneira ambientalmente mais amigáveis, através da minimização na geração resíduos, reduzindo a manipulação de reagentes químicos perigosos – no entanto, essa abordagem estimula o uso de substratos e solventes “sustentáveis ou verdes”. Nesse contexto, o uso de fluxo contínuo em síntese orgânica foi estendido a uma taxa exponencial, devido as várias aplicações na síntese de derivados de produtos naturais de interesse para indústria farmacêutica. De forma a contribuir com a área, esse projeto tem por objetivo desenvolver uma nova metodologia estereosseletiva para síntese de ciclopentenos tetrasubstituídos através de uma abordagem mais sustentável. Nesse sentido, elegemos a combinação de organocatálise e reações multicomponentes como ferramentas de síntese. Ambas metodologias permitem o emprego de solventes verdes, bem como, a incorporação de técnicas de fluxo contínuo na substituição dos métodos em batelada. A etapa multicomponente representou avanços significativos no desenvolvimento de uma metodologia mais sustentável. Finalmente, a metodologia desenhada pode ser considerada como um protocolo sustentável para a síntese de análogos de produtos naturais, enantiomericamente enriquecidos, de maneira rápida e eficiente.Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)CNPq: 133691/2018-7engUniversidade Federal de São CarlosCâmpus São CarlosPrograma de Pós-Graduação em Química - PPGQUFSCarAttribution-NonCommercial-NoDerivs 3.0 Brazilhttp://creativecommons.org/licenses/by-nc-nd/3.0/br/info:eu-repo/semantics/openAccessSustainable chemistryOrganocatalysisMulticomponent reactionsContinuous flow chemistryCiclopentene derivativesCIENCIAS EXATAS E DA TERRA::QUIMICACIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::SINTESE ORGANICACIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICASustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regimeSíntese sustentável de derivados de ciclopenteno através de reações multicomponentes em regime de fluxo contínuoinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/masterThesis600c9d783c2-174c-4a51-9643-0e44f6fc9ac9reponame:Repositório Institucional da UFSCARinstname:Universidade Federal de São Carlos (UFSCAR)instacron:UFSCARORIGINALDissertação_Yoisel Bueno Broterson 2020.pdfDissertação_Yoisel Bueno Broterson 2020.pdfDissertação_Yoisel Bueno Broterson 2020application/pdf7575454https://repositorio.ufscar.br/bitstream/ufscar/12959/1/Disserta%c3%a7%c3%a3o_Yoisel%20Bueno%20Broterson%202020.pdf168905bd00910c13e2686ceec3106306MD51Carta de Homoloção Dissertação Yoisel Bueno Broterson.pdfCarta de Homoloção Dissertação Yoisel Bueno Broterson.pdfapplication/pdf1145496https://repositorio.ufscar.br/bitstream/ufscar/12959/3/Carta%20de%20Homolo%c3%a7%c3%a3o%20Disserta%c3%a7%c3%a3o%20Yoisel%20Bueno%20Broterson.pdfb3bcc12bbc4d1992980cf78d55805e26MD53CC-LICENSElicense_rdflicense_rdfapplication/rdf+xml; charset=utf-8811https://repositorio.ufscar.br/bitstream/ufscar/12959/4/license_rdfe39d27027a6cc9cb039ad269a5db8e34MD54TEXTDissertação_Yoisel Bueno Broterson 2020.pdf.txtDissertação_Yoisel Bueno Broterson 2020.pdf.txtExtracted texttext/plain123969https://repositorio.ufscar.br/bitstream/ufscar/12959/5/Disserta%c3%a7%c3%a3o_Yoisel%20Bueno%20Broterson%202020.pdf.txta80b5b4942a14626d52a10c0d502bd52MD55Carta de Homoloção Dissertação Yoisel Bueno Broterson.pdf.txtCarta de Homoloção Dissertação Yoisel Bueno Broterson.pdf.txtExtracted texttext/plain1https://repositorio.ufscar.br/bitstream/ufscar/12959/7/Carta%20de%20Homolo%c3%a7%c3%a3o%20Disserta%c3%a7%c3%a3o%20Yoisel%20Bueno%20Broterson.pdf.txt68b329da9893e34099c7d8ad5cb9c940MD57THUMBNAILDissertação_Yoisel Bueno Broterson 2020.pdf.jpgDissertação_Yoisel Bueno Broterson 2020.pdf.jpgIM Thumbnailimage/jpeg9469https://repositorio.ufscar.br/bitstream/ufscar/12959/6/Disserta%c3%a7%c3%a3o_Yoisel%20Bueno%20Broterson%202020.pdf.jpg8b48e2811b6ea489dcb1a3f396e4b1a4MD56Carta de Homoloção Dissertação Yoisel Bueno Broterson.pdf.jpgCarta de Homoloção Dissertação Yoisel Bueno Broterson.pdf.jpgIM Thumbnailimage/jpeg10242https://repositorio.ufscar.br/bitstream/ufscar/12959/8/Carta%20de%20Homolo%c3%a7%c3%a3o%20Disserta%c3%a7%c3%a3o%20Yoisel%20Bueno%20Broterson.pdf.jpgaf003123d48cbae43f5cb44363684885MD58ufscar/129592023-09-18 18:31:57.154oai:repositorio.ufscar.br:ufscar/12959Repositório InstitucionalPUBhttps://repositorio.ufscar.br/oai/requestopendoar:43222023-09-18T18:31:57Repositório Institucional da UFSCAR - Universidade Federal de São Carlos (UFSCAR)false |
dc.title.eng.fl_str_mv |
Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime |
dc.title.alternative.por.fl_str_mv |
Síntese sustentável de derivados de ciclopenteno através de reações multicomponentes em regime de fluxo contínuo |
title |
Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime |
spellingShingle |
Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime Bueno Broterson, Yoisel Sustainable chemistry Organocatalysis Multicomponent reactions Continuous flow chemistry Ciclopentene derivatives CIENCIAS EXATAS E DA TERRA::QUIMICA CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::SINTESE ORGANICA CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA |
title_short |
Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime |
title_full |
Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime |
title_fullStr |
Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime |
title_full_unstemmed |
Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime |
title_sort |
Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime |
author |
Bueno Broterson, Yoisel |
author_facet |
Bueno Broterson, Yoisel |
author_role |
author |
dc.contributor.authorlattes.por.fl_str_mv |
http://lattes.cnpq.br/5588787534722285 |
dc.contributor.author.fl_str_mv |
Bueno Broterson, Yoisel |
dc.contributor.advisor1.fl_str_mv |
Paixão, Márcio Weber |
dc.contributor.advisor1Lattes.fl_str_mv |
http://lattes.cnpq.br/3773908504964104 |
dc.contributor.authorID.fl_str_mv |
7f6cd869-7b06-4ab9-a1f8-bf1d891ba5e1 |
contributor_str_mv |
Paixão, Márcio Weber |
dc.subject.eng.fl_str_mv |
Sustainable chemistry Organocatalysis Multicomponent reactions Continuous flow chemistry Ciclopentene derivatives |
topic |
Sustainable chemistry Organocatalysis Multicomponent reactions Continuous flow chemistry Ciclopentene derivatives CIENCIAS EXATAS E DA TERRA::QUIMICA CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::SINTESE ORGANICA CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA |
dc.subject.cnpq.fl_str_mv |
CIENCIAS EXATAS E DA TERRA::QUIMICA CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA::SINTESE ORGANICA CIENCIAS EXATAS E DA TERRA::QUIMICA::QUIMICA ORGANICA |
description |
Sustainable chemistry has gained relevance in recent years, not only in the fine chemical industry, but also in organic synthesis. This new conception of chemistry allows the development of environmentally friendly processes, by minimizing waste generation as well as in reducing the handling of hazardous chemical reagents. However, this approach encourages the use of "sustainable or green" substrates and solvents. In this context, the use of continuous flow has been extended at an exponential rate in organic synthesis, due to the various applications to the synthesis of derivatives of natural products of interest to the pharmaceutical industry. In order to contribute in the area, this project aimed to develop a new stereoselective methodology for the synthesis of tetrasubstituted cyclopentenes through sustainable approach. Combination of organocatalysis and multicomponent reactions as synthesis tools was chosen. Both methodologies allowed the use of green solvents, as well as the incorporation of continuous flow techniques in the substitution of batch methods. The multicomponent stage represented significant advances in the development of a more sustainable methodology. Finally, the designed methodology can be considered as a sustainable protocol for the synthesis of analogues of natural products, enantiomerically enriched, quick and efficiently. |
publishDate |
2020 |
dc.date.accessioned.fl_str_mv |
2020-06-23T21:01:34Z |
dc.date.available.fl_str_mv |
2020-06-23T21:01:34Z |
dc.date.issued.fl_str_mv |
2020-03-25 |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/masterThesis |
format |
masterThesis |
status_str |
publishedVersion |
dc.identifier.citation.fl_str_mv |
BUENO BROTERSON, Yoisel. Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime. 2020. Dissertação (Mestrado em Química) – Universidade Federal de São Carlos, São Carlos, 2020. Disponível em: https://repositorio.ufscar.br/handle/ufscar/12959. |
dc.identifier.uri.fl_str_mv |
https://repositorio.ufscar.br/handle/ufscar/12959 |
identifier_str_mv |
BUENO BROTERSON, Yoisel. Sustainable synthesis of ciclopentene derivatives through multicomponent reactions in continuous flow regime. 2020. Dissertação (Mestrado em Química) – Universidade Federal de São Carlos, São Carlos, 2020. Disponível em: https://repositorio.ufscar.br/handle/ufscar/12959. |
url |
https://repositorio.ufscar.br/handle/ufscar/12959 |
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eng |
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eng |
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600 |
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c9d783c2-174c-4a51-9643-0e44f6fc9ac9 |
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Attribution-NonCommercial-NoDerivs 3.0 Brazil http://creativecommons.org/licenses/by-nc-nd/3.0/br/ info:eu-repo/semantics/openAccess |
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Attribution-NonCommercial-NoDerivs 3.0 Brazil http://creativecommons.org/licenses/by-nc-nd/3.0/br/ |
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openAccess |
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Universidade Federal de São Carlos Câmpus São Carlos |
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Programa de Pós-Graduação em Química - PPGQ |
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UFSCar |
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Universidade Federal de São Carlos Câmpus São Carlos |
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