• 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

机械化学将二氧硫脲(TDO)从溶剂的“面纱”中释放出来,使其所有的反应性都暴露出来。

Mechanochemistry Frees Thiourea Dioxide (TDO) from the 'Veils' of Solvent, Exposing All Its Reactivity.

机构信息

Department of Chemical and Geological Sciences, University of Cagliari, 09042 Monserrato, Italy.

Department of Chemical, Physical, Mathematical, and Natural Sciences, University of Sassari, Via Vienna 2, 07100 Sassari, Italy.

出版信息

Molecules. 2023 Feb 28;28(5):2239. doi: 10.3390/molecules28052239.

DOI:10.3390/molecules28052239
PMID:36903485
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10005452/
Abstract

The synthesis of nitrogen-based heterocycles has always been considered essential in developing pharmaceuticals in medicine and agriculture. This explains why various synthetic approaches have been proposed in recent decades. However performing as methods, they often imply harsh conditions or the employment of toxic solvents and dangerous reagents. Mechanochemistry is undoubtedly one of the most promising technologies currently used for reducing any possible environmental impact, addressing the worldwide interest in counteracting environmental pollution. Following this line, we propose a new mechanochemical protocol for synthesizing various heterocyclic classes by exploiting thiourea dioxide (TDO)'s reducing proprieties and electrophilic nature. Simultaneously exploiting the low cost of a component of the textile industry such as TDO and all the advantages brought by a green technique such as mechanochemistry, we plot a route towards a more sustainable and eco-friendly methodology for preparing heterocyclic moieties.

摘要

氮杂环的合成一直被认为是医药和农业领域开发药物的关键。这也解释了为什么近几十年来提出了各种合成方法。然而,作为方法,它们通常需要苛刻的条件或使用有毒溶剂和危险试剂。机械化学无疑是目前用于减少任何潜在环境影响的最有前途的技术之一,符合全球对抗环境污染的兴趣。基于这一思路,我们提出了一种新的机械化学方法,通过利用硫代二氧(TDO)的还原特性和亲电性,来合成各种杂环化合物。同时,利用纺织工业中 TDO 等低成本的组件以及机械化学等绿色技术带来的所有优势,我们为制备杂环部分制定了一条更加可持续和环保的方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/b6922b00124e/molecules-28-02239-sch011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/82fb40ac36e9/molecules-28-02239-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/a5bc293ff258/molecules-28-02239-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/40d83ca91f53/molecules-28-02239-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/1dc12d88899a/molecules-28-02239-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/494e397bd644/molecules-28-02239-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/bede4567c955/molecules-28-02239-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/adac28fd6573/molecules-28-02239-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/578e21be5128/molecules-28-02239-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/4b794d175ff4/molecules-28-02239-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/8af4de96776f/molecules-28-02239-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/f1bf3b1b64fd/molecules-28-02239-sch010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/b6922b00124e/molecules-28-02239-sch011.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/82fb40ac36e9/molecules-28-02239-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/a5bc293ff258/molecules-28-02239-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/40d83ca91f53/molecules-28-02239-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/1dc12d88899a/molecules-28-02239-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/494e397bd644/molecules-28-02239-sch004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/bede4567c955/molecules-28-02239-sch005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/adac28fd6573/molecules-28-02239-sch006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/578e21be5128/molecules-28-02239-sch007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/4b794d175ff4/molecules-28-02239-sch008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/8af4de96776f/molecules-28-02239-sch009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/f1bf3b1b64fd/molecules-28-02239-sch010.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ec10/10005452/b6922b00124e/molecules-28-02239-sch011.jpg

相似文献

1
Mechanochemistry Frees Thiourea Dioxide (TDO) from the 'Veils' of Solvent, Exposing All Its Reactivity.机械化学将二氧硫脲(TDO)从溶剂的“面纱”中释放出来,使其所有的反应性都暴露出来。
Molecules. 2023 Feb 28;28(5):2239. doi: 10.3390/molecules28052239.
2
Solvent-Assisted Mechanochemical Synthesis of a Nucleotide Dimer.溶剂辅助机械化学合成核苷酸二聚体。
Curr Protoc. 2022 Apr;2(4):e418. doi: 10.1002/cpz1.418.
3
Mimicking Ozonolysis via Mechanochemistry: Internal Alkynes to 1,2-Diketones using HIO.通过机械化学模拟臭氧分解反应:使用HIO将内炔转化为1,2 - 二酮
Chemistry. 2024 Jun 20;30(35):e202401027. doi: 10.1002/chem.202401027. Epub 2024 May 23.
4
Meeting the UN Sustainable Development Goals with Mechanochemistry.通过机械化学实现联合国可持续发展目标。
Angew Chem Int Ed Engl. 2024 Dec 9;63(50):e202414745. doi: 10.1002/anie.202414745. Epub 2024 Nov 6.
5
Sustainability Assessment of Mechanochemistry by Using the Twelve Principles of Green Chemistry.采用绿色化学十二原则对机械化学进行可持续性评估。
ChemSusChem. 2021 May 20;14(10):2145-2162. doi: 10.1002/cssc.202100478. Epub 2021 Apr 28.
6
Eco-friendly Approaches to Chromene Derivatives: A Comprehensive Review of Green Synthesis Strategies.苯并色烯衍生物的环保方法:绿色合成策略的全面综述
Curr Top Med Chem. 2025;25(5):437-460. doi: 10.2174/0115680266305231240712104736.
7
Sustainable Beckmann Rearrangement using Bead-Milling Technology: The Route to Paracetamol.使用珠磨技术的可持续贝克曼重排反应:通往对乙酰氨基酚的途径。
ChemSusChem. 2024 Jun 24;17(12):e202301921. doi: 10.1002/cssc.202301921. Epub 2024 Feb 29.
8
Green metrics in mechanochemistry.机械化学中的绿色指标
Chem Soc Rev. 2023 Oct 2;52(19):6680-6714. doi: 10.1039/d2cs00997h.
9
Isocyanide-Based Multicomponent Reactions in Water: Advanced Green Tools for the Synthesis of Heterocyclic Compounds.基于异氰化物的多组分反应在水中:杂环化合物合成的先进绿色工具。
Top Curr Chem (Cham). 2022 Sep 22;380(6):50. doi: 10.1007/s41061-022-00403-8.
10
Click mechanochemistry: quantitative synthesis of "ready to use" chiral organocatalysts by efficient two-fold thiourea coupling to vicinal diamines.点击机械化学:通过高效的双硫脲偶联邻二胺,定量合成“即用型”手性有机催化剂。
Chemistry. 2012 Jul 2;18(27):8464-73. doi: 10.1002/chem.201200632. Epub 2012 May 30.

引用本文的文献

1
Mechanochemistry: Unravelling the Impact of Metal Leaching in Organic Synthesis.机械化学:揭示金属浸出在有机合成中的影响
ChemSusChem. 2025 May 19;18(10):e202402547. doi: 10.1002/cssc.202402547. Epub 2025 Jan 30.

本文引用的文献

1
Benzimidazole fungicide biotransformation by comammox Nitrospira bacteria: Transformation pathways and associated proteomic responses.共氨氧化菌对苯并咪唑类杀菌剂的生物转化:转化途径及相关蛋白质组学响应。
J Hazard Mater. 2023 Mar 5;445:130558. doi: 10.1016/j.jhazmat.2022.130558. Epub 2022 Dec 5.
2
Insights into the medicinal chemistry of heterocycles integrated with a pyrazolo[1,5-]pyrimidine scaffold.关于与吡唑并[1,5 -]嘧啶骨架整合的杂环药物化学的见解。
RSC Med Chem. 2022 Sep 8;13(10):1150-1196. doi: 10.1039/d2md00192f. eCollection 2022 Oct 19.
3
Mechanochemistry: New Tools to Navigate the Uncharted Territory of "Impossible" Reactions.
机械化学:探索“不可能”反应未知领域的新工具。
ChemSusChem. 2022 Sep 7;15(17):e202200362. doi: 10.1002/cssc.202200362. Epub 2022 Jul 21.
4
Advances in the chemical and biological diversity of heterocyclic systems incorporating pyrimido[1,6-]pyrimidine and pyrimido[1,6-]pyrimidine scaffolds.包含嘧啶并[1,6 - ]嘧啶和嘧啶并[1,6 - ]嘧啶骨架的杂环体系的化学和生物多样性进展。
RSC Adv. 2020 Apr 20;10(26):15461-15492. doi: 10.1039/d0ra00411a. eCollection 2020 Apr 16.
5
A benzimidazole scaffold as a promising inhibitor against SARS-CoV-2.一种作为抗新型冠状病毒有前景抑制剂的苯并咪唑骨架。
J Biomol Struct Dyn. 2023 Mar;41(5):1798-1810. doi: 10.1080/07391102.2021.2024448. Epub 2022 Jan 8.
6
DARK Classics in Chemical Neuroscience: Etonitazene and Related Benzimidazoles.化学生物学经典系列:依他唑嗪和相关苯并咪唑类。
ACS Chem Neurosci. 2021 Apr 7;12(7):1072-1092. doi: 10.1021/acschemneuro.1c00037. Epub 2021 Mar 24.
7
Mechanochemistry: A force in disguise and conditional effects towards chemical reactions.机械化学:一种伪装的力量以及对化学反应的条件性影响。
Chem Commun (Camb). 2021 Feb 2;57(9):1080-1092. doi: 10.1039/d0cc06581a.
8
-Heterocycles Scaffolds as Inhibitors. Design, Synthesis, Biological and Docking Studies.杂环骨架作为抑制剂。设计、合成、生物和对接研究。
Int J Mol Sci. 2020 Dec 14;21(24):9512. doi: 10.3390/ijms21249512.
9
"Metal-Free" Nanoassemblies of AIEE-ICT-Active Pyrazine Derivative: Efficient Photoredox System for the Synthesis of Benzimidazoles.无金属纳米组装 AIEE-ICT-活性吡嗪衍生物:用于苯并咪唑合成的高效光氧化还原体系。
J Org Chem. 2020 Nov 6;85(21):13906-13919. doi: 10.1021/acs.joc.0c01965. Epub 2020 Oct 21.
10
The Antitumor Potentials of Benzimidazole Anthelmintics as Repurposing Drugs.苯并咪唑驱虫药作为重新利用药物的抗肿瘤潜力
Immune Netw. 2020 Aug 4;20(4):e29. doi: 10.4110/in.2020.20.e29. eCollection 2020 Aug.