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从β-烯氨基二酮区域选择性合成四个系列区域异构体异恶唑的方法学研究

Development of methodologies for the regioselective synthesis of four series of regioisomer isoxazoles from β-enamino diketones.

作者信息

Silva Raí G M, da Silva Michael J V, Jacomini Andrey P, Moura Sidnei, Back Davi F, Basso Ernani A, Rosa Fernanda A

机构信息

Departamento de Química, Universidade Estadual de Maringá (UEM) 87030-900 Maringá PR Brazil

Laboratório de Produtos Naturais e Sintéticos, Instituto de Biotecnologia, Universidade de Caxias do Sul (UCS) 95070-560 Caxias do Sul RS Brazil.

出版信息

RSC Adv. 2018 Jan 25;8(9):4773-4778. doi: 10.1039/c7ra13343j. eCollection 2018 Jan 24.

DOI:10.1039/c7ra13343j
PMID:35539545
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9077875/
Abstract

Four methodologies are reported for the regioselective synthesis of four series of regioisomer isoxazoles from cyclocondensation of β-enamino diketones and hydroxylamine hydrochloride. Regiochemical control was achieved by varying reaction conditions and substrate structure. The mild reaction conditions used to access 4,5-disubstituted, 3,4-disubtituted, and 3,4,5-trisubstituted regioisomer isoxazoles, as well as the pharmacological and synthetic potential of the products, make these novel methodologies very powerful.

摘要

报道了四种方法，用于通过β-烯氨基二酮与盐酸羟胺的环缩合反应区域选择性合成四个系列的区域异构体异恶唑。通过改变反应条件和底物结构实现了区域化学控制。用于制备4,5-二取代、3,4-二取代和3,4,5-三取代区域异构体异恶唑的温和反应条件，以及产物的药理和合成潜力，使得这些新方法非常强大。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d04a/9077875/92615993f367/c7ra13343j-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d04a/9077875/0ed00e629f49/c7ra13343j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d04a/9077875/8d896ced5058/c7ra13343j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d04a/9077875/48bd4c275f64/c7ra13343j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d04a/9077875/92615993f367/c7ra13343j-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d04a/9077875/0ed00e629f49/c7ra13343j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d04a/9077875/8d896ced5058/c7ra13343j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d04a/9077875/48bd4c275f64/c7ra13343j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d04a/9077875/92615993f367/c7ra13343j-f2.jpg

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