• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

吡唑啉酮衍生物在对映选择性合成中的应用研究进展。

Recent advances in the applications of pyrazolone derivatives in enantioselective synthesis.

机构信息

College of Pharmaceutical Science & Collaborative Innovation Centre of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, China.

State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, Dalian 112024, China.

出版信息

Org Biomol Chem. 2022 Mar 23;20(12):2370-2386. doi: 10.1039/d1ob02426d.

DOI:10.1039/d1ob02426d
PMID:35234777
Abstract

Pyrazolones and pyrazoles, featuring nitrogen-nitrogen bonds, are two of the most important classes of heterocycles, owing to their widespread occurrence in medicinal chemistry and functional materials. The last decade has witnessed a rapid increase in the construction of chiral pyrazolone and pyrazole derivatives, with the application of pyrazolone derivatives as powerful synthons. Since our last review in 2018, a large number of new achievements has emerged in this area, requiring a timely update. Thus, this review summarizes these elegant achievements based on the multiple reactive sites of different pyrazolone synthons. In addition, important mechanisms and interesting biological investigations relating to the corresponding products are also discussed.

摘要

吡唑酮和吡唑类化合物,具有氮-氮键,是最重要的杂环化合物之一,因为它们广泛存在于药物化学和功能材料中。在过去的十年中,由于吡唑酮衍生物作为强大的合成子的应用,手性吡唑酮和吡唑衍生物的构建迅速增加。自我们在 2018 年的上一次综述以来,这一领域出现了大量新的成果,需要及时更新。因此,本综述根据不同吡唑酮合成子的多个反应位点,总结了这些优雅的成就。此外,还讨论了与相应产物相关的重要机制和有趣的生物学研究。

相似文献

1
Recent advances in the applications of pyrazolone derivatives in enantioselective synthesis.吡唑啉酮衍生物在对映选择性合成中的应用研究进展。
Org Biomol Chem. 2022 Mar 23;20(12):2370-2386. doi: 10.1039/d1ob02426d.
2
Enantioselective synthesis of chiral heterocycles containing both chroman and pyrazolone derivatives catalysed by a chiral squaramide.手性方酰胺催化的同时含有色满和吡唑啉酮衍生物的手性杂环的对映选择性合成。
Org Biomol Chem. 2015 May 28;13(20):5636-45. doi: 10.1039/c4ob02653e.
3
Grafting of multiwalled carbon nanotubes with pyrazole derivatives: characterization, antimicrobial activity and molecular docking study.多壁碳纳米管与吡唑衍生物的接枝:表征、抗菌活性和分子对接研究。
Int J Nanomedicine. 2019 Aug 20;14:6645-6659. doi: 10.2147/IJN.S182699. eCollection 2019.
4
A Therapeutic Journey of 5-Pyrazolones as a Versatile Scaffold: A Review.5-吡唑酮作为多功能支架的治疗之旅:综述。
Mini Rev Med Chem. 2021;21(13):1770-1795. doi: 10.2174/1389557521999210101224058.
5
Asymmetric α-amination of 4-substituted pyrazolones catalyzed by a chiral Gd(OTf)3/N,N'-dioxide complex: highly enantioselective synthesis of 4-amino-5-pyrazolone derivatives.手性 Gd(OTf)3/N,N'-二氧杂环戊烷配合物催化 4-取代吡唑酮的不对称 α-胺化反应:4-氨基-5-吡唑酮衍生物的高对映选择性合成。
Org Lett. 2011 Feb 18;13(4):596-9. doi: 10.1021/ol102804p. Epub 2011 Jan 7.
6
Pyrazolone structural motif in medicinal chemistry: Retrospect and prospect.吡唑酮结构母核在药物化学中的研究进展与展望。
Eur J Med Chem. 2020 Jan 15;186:111893. doi: 10.1016/j.ejmech.2019.111893. Epub 2019 Nov 16.
7
Pyrazolone: a powerful synthon for asymmetric diverse derivatizations.吡唑酮:一种用于不对称多样衍生化的强大的合成子。
Chem Commun (Camb). 2018 Oct 11;54(82):11515-11529. doi: 10.1039/c8cc06196c.
8
Catalytic asymmetric Michael/cyclization reaction of 3-isothiocyanato thiobutyrolactone: an approach to the construction of a library of bispiro[pyrazolone-thiobutyrolactone] skeletons.3-异硫氰酸酯基硫代丁内酯的催化不对称迈克尔/环化反应:构建双螺[吡唑啉-硫代丁内酯]骨架文库的一种方法。
Org Biomol Chem. 2022 Jun 29;20(25):5060-5065. doi: 10.1039/d2ob00773h.
9
Synthesis, biological evaluation, molecular modeling, and structural analysis of new pyrazole and pyrazolone derivatives as N-formyl peptide receptors agonists.新型吡唑和吡唑啉酮衍生物作为 N-甲酰肽受体激动剂的合成、生物评价、分子建模和结构分析。
Chem Biol Drug Des. 2021 Oct;98(4):582-603. doi: 10.1111/cbdd.13913. Epub 2021 Jul 1.
10
Asymmetric synthesis of pyrazoles and pyrazolones employing the reactivity of pyrazolin-5-one derivatives.利用吡唑啉-5-酮衍生物的反应性进行吡唑和吡唑啉酮的不对称合成。
Chem Commun (Camb). 2015 Aug 21;51(65):12890-907. doi: 10.1039/c5cc04930j.

引用本文的文献

1
Developments in Organocatalysis Transformations of Unsaturated Pyrazolones.有机催化不饱和吡唑啉酮转化的研究进展。
Curr Org Synth. 2025;22(4):439-456. doi: 10.2174/0115701794307025240521114902.
2
Primary amine-catalyzed enantioselective 1,4-Michael addition reaction of pyrazolin-5-ones to α,β-unsaturated ketones.伯胺催化的吡唑啉-5-酮与α,β-不饱和酮的对映选择性1,4-迈克尔加成反应。
Beilstein J Org Chem. 2024 Jul 9;20:1518-1526. doi: 10.3762/bjoc.20.136. eCollection 2024.
3
The untold story of starch as a catalyst for organic reactions.
淀粉作为有机反应催化剂的不为人知的故事。
RSC Adv. 2024 Apr 19;14(18):12676-12702. doi: 10.1039/d4ra00775a. eCollection 2024 Apr 16.
4
Desymmetrization of Prochiral -Pyrazolyl Maleimides via Organocatalyzed Asymmetric Michael Addition with Pyrazolones: Construction of Tri--Heterocyclic Scaffolds Bearing Both Central and Axial Chirality.通过手性吡唑啉酮参与的有机催化不对称迈克尔加成反应对前手性-吡唑基马来酰亚胺进行去对称化:构建同时具有中央和轴向手性的三杂环骨架。
Molecules. 2023 May 23;28(11):4279. doi: 10.3390/molecules28114279.
5
Access to Spiropyrazolone-butenolides through NHC-Catalyzed [3 + 2]-Asymmetric Annulation of 3-Bromoenals and 1-Pyrazol-4,5-diones.通过 NHC 催化的 3-溴丙烯醛和 1-吡唑-4,5-二酮的[3 + 2]-不对称环加成反应获得 Spiropyrazolone-butenolides。
J Org Chem. 2023 Jun 2;88(11):6890-6900. doi: 10.1021/acs.joc.3c00188. Epub 2023 May 11.
6
Organocatalytic diastereo- and enantioselective conjugate addition of pyrazol-3-ones to 3-trifluoroethylidene oxindoles with a newly developed squaramide catalyst.使用新开发的方酰胺催化剂实现吡唑-3-酮对3-三氟亚乙基氧化吲哚的有机催化非对映和对映选择性共轭加成反应。
RSC Adv. 2022 Sep 21;12(41):27012-27021. doi: 10.1039/d2ra05088a. eCollection 2022 Sep 16.
7
Squaramide-Catalyzed Asymmetric Mannich Reaction between 1,3-Dicarbonyl Compounds and Pyrazolinone Ketimines: A Pathway to Enantioenriched 4-Pyrazolyl- and 4-Isoxazolyl-4-aminopyrazolone Derivatives.受 squaramide 催化的 1,3-二羰基化合物与吡唑啉酮亚胺的不对称 Mannich 反应:一种构建对映富集的 4-吡唑基和 4-异噁唑基-4-氨基吡唑啉酮衍生物的方法。
Molecules. 2022 Oct 17;27(20):6983. doi: 10.3390/molecules27206983.