• 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

无色谱分离的多组分硫脲合成法：单质硫在水溶液中的应用。

Chromatography-Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur.

机构信息

Medicinal Chemistry Research Group, Research Centre for Natural Sciences, Magyar tudósok krt. 2, 1117, Budapest, Hungary.

NMR Research Laboratory, Research Centre for Natural Sciences, Magyar tudósok krt. 2, 1117, Budapest, Hungary.

出版信息

ChemistryOpen. 2021 Jan;10(1):16-27. doi: 10.1002/open.202000250. Epub 2020 Dec 30.

DOI:10.1002/open.202000250
PMID:33377316
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7780808/
Abstract

The development of a new three-component chromatography-free reaction of isocyanides, amines and elemental sulfur allowed us the straightforward synthesis of thioureas in water. Considering a large pool of organic and inorganic bases, we first optimized the preparation of aqueous polysulfide solution from elemental sulfur. Using polysulfide solution, we were able to omit the otherwise mandatory chromatography, and to isolate the crystalline products directly from the reaction mixture by a simple filtration, retaining the sulfur in the solution phase. A wide range of thioureas synthesized in this way confirmed the reasonable substrate and functional group tolerance of our protocol.

摘要

一种新的三组分无色谱反应——异氰酸酯、胺和单质硫的发展，使我们能够在水中直接合成硫脲。考虑到大量的有机和无机碱，我们首先优化了从单质硫制备水相多硫化物溶液。使用多硫化物溶液，我们能够省去原本必不可少的色谱分离步骤，并通过简单的过滤直接从反应混合物中分离出结晶产物，将硫保留在溶液相中。通过这种方式合成的大量硫脲证实了我们的方法对底物和官能团具有合理的耐受性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/37febb202367/OPEN-10-16-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/bb097d515374/OPEN-10-16-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/95d84a74e462/OPEN-10-16-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/2bbbf928a19f/OPEN-10-16-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/5e98661be0e1/OPEN-10-16-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/61f63f18fdbf/OPEN-10-16-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/f66bf39ee8bf/OPEN-10-16-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/6b09e723cf38/OPEN-10-16-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/33a4f83fce83/OPEN-10-16-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/37febb202367/OPEN-10-16-g009.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/bb097d515374/OPEN-10-16-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/95d84a74e462/OPEN-10-16-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/2bbbf928a19f/OPEN-10-16-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/5e98661be0e1/OPEN-10-16-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/61f63f18fdbf/OPEN-10-16-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/f66bf39ee8bf/OPEN-10-16-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/6b09e723cf38/OPEN-10-16-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/33a4f83fce83/OPEN-10-16-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1659/7780808/37febb202367/OPEN-10-16-g009.jpg

相似文献

1
Chromatography-Free Multicomponent Synthesis of Thioureas Enabled by Aqueous Solution of Elemental Sulfur.无色谱分离的多组分硫脲合成法：单质硫在水溶液中的应用。
ChemistryOpen. 2021 Jan;10(1):16-27. doi: 10.1002/open.202000250. Epub 2020 Dec 30.
2
Continuous-Flow Synthesis of Thioureas, Enabled by Aqueous Polysulfide Solution.水相多硫化物溶液促进的硫脲的连续流合成。
Molecules. 2021 Jan 8;26(2):303. doi: 10.3390/molecules26020303.
3
A more sustainable isothiocyanate synthesis by amine catalyzed sulfurization of isocyanides with elemental sulfur.通过胺催化异腈与元素硫的硫化反应实现更可持续的异硫氰酸酯合成。
RSC Adv. 2021 Jan 14;11(5):3134-3142. doi: 10.1039/d0ra10436a. eCollection 2021 Jan 11.
4
Visible-Light-Promoted Cascade Coupling of 2-Isocyanonaphthalenes with Elemental Sulfur and Amines to Construct Naphtho[2,1-d]thiazol-2-Amines.可见光促进2-异氰基萘与元素硫和胺的串联偶联以构建萘并[2,1-d]噻唑-2-胺
Chemistry. 2024 May 14;30(27):e202400719. doi: 10.1002/chem.202400719. Epub 2024 Mar 22.
5
Sulfur- and Amine- Promoted Multielectron Autoredox Transformation of Nitromethane: Multicomponent Access to Thiourea Derivatives.硫和胺促进的硝基甲烷多电子自氧化还原转化：多组分合成硫脲衍生物
Chemistry. 2024 Feb 1;30(7):e202303703. doi: 10.1002/chem.202303703. Epub 2023 Dec 12.
6
A novel three-component reaction between isocyanides, alcohols or thiols and elemental sulfur: a mild, catalyst-free approach towards -thiocarbamates and dithiocarbamates.异腈、醇类或硫醇与单质硫之间的新型三组分反应：一种温和的、无催化剂制备硫代氨基甲酸盐和二硫代氨基甲酸盐的方法。
Beilstein J Org Chem. 2019 Jul 10;15:1523-1533. doi: 10.3762/bjoc.15.155. eCollection 2019.
7
C-H activation with elemental sulfur: synthesis of cyclic thioureas from formaldehyde aminals and S8.用元素硫进行C-H活化：由甲醛缩胺和S8合成环状硫脲
Chemistry. 2001 Oct 15;7(20):4477-86. doi: 10.1002/1521-3765(20011015)7:20<4477::aid-chem4477>3.0.co;2-i.
8
Multicomponent Polymerizations of Elemental Sulfur, CHCl, and Aromatic Amines toward Chemically Recyclable Functional Aromatic Polythioureas.元素硫、CHCl与芳香胺的多组分聚合反应制备可化学循环利用的功能性芳香聚硫脲
J Am Chem Soc. 2024 May 29;146(21):14685-14696. doi: 10.1021/jacs.4c02155. Epub 2024 May 8.
9
Electro-oxidative three-component cascade coupling of isocyanides with elemental sulfur and amines for the synthesis of 2-aminobenzothiazoles.异腈与元素硫和胺的电氧化三组分串联偶联反应用于合成2-氨基苯并噻唑。
Org Biomol Chem. 2024 May 8;22(18):3752-3760. doi: 10.1039/d4ob00432a.
10
Erratum: Preparation of Poly(pentafluorophenyl acrylate) Functionalized SiO2 Beads for Protein Purification.勘误：用于蛋白质纯化的聚（丙烯酸五氟苯酯）功能化二氧化硅微珠的制备
J Vis Exp. 2019 Apr 30(146). doi: 10.3791/6328.

引用本文的文献

1
First Synthesis of DBU-Conjugated Cationic Carbohydrate Derivatives and Investigation of Their Antibacterial and Antifungal Activity.首次合成 DBU 缀合的阳离子碳水化合物衍生物及其抗菌和抗真菌活性研究。
Int J Mol Sci. 2023 Feb 10;24(4):3550. doi: 10.3390/ijms24043550.
2
Synthesis of Four Orthogonally Protected Rare l-Hexose Thioglycosides from d-Mannose by C-5 and C-4 Epimerization.由 d-甘露糖的 C-5 和 C-4 差向异构化合成四种正交保护的稀有 l-己糖硫苷
Molecules. 2022 May 25;27(11):3422. doi: 10.3390/molecules27113422.
3
Continuous-Flow Synthesis of Thioureas, Enabled by Aqueous Polysulfide Solution.

本文引用的文献

1
Two-Step Oxidation Synthesis of Sulfur with a Red Aggregation-Induced Emission.具有红色聚集诱导发光的硫的两步氧化合成法。
Angew Chem Int Ed Engl. 2020 Jun 15;59(25):9997-10002. doi: 10.1002/anie.201915511. Epub 2020 Jan 29.
2
Economic Sulfur Conversion to Functional Polythioamides through Catalyst-Free Multicomponent Polymerizations of Sulfur, Acids, and Amines.经济高效的硫转化为功能聚硫代酰胺通过无催化剂多组分聚合的硫、酸和胺。
J Am Chem Soc. 2020 Jan 15;142(2):978-986. doi: 10.1021/jacs.9b11066. Epub 2020 Jan 2.
3
Synthesis of Dibenzo[,][1,3]Diazepines via Elemental Sulfur-Mediated Cyclocondensation of 2,2'-Biphenyldiamines with 2-Chloroacetic Acid Derivatives.
水相多硫化物溶液促进的硫脲的连续流合成。
Molecules. 2021 Jan 8;26(2):303. doi: 10.3390/molecules26020303.
通过元素硫介导的 2,2'-联苯二胺与 2-氯乙酸衍生物的环缩合反应合成二苯并[,][1,3]二氮杂卓。
J Org Chem. 2019 Dec 20;84(24):15817-15826. doi: 10.1021/acs.joc.9b02002. Epub 2019 Dec 4.
4
Metal-Free C-N or C-C Bond Cleavages of α-Azido Ketones: An Oxidative-Amidation Strategy for the Synthesis of α-Ketothioamides and Amides.α-叠氮基酮的无金属碳-氮或碳-碳键裂解：一种用于合成α-酮硫代酰胺和酰胺的氧化酰胺化策略。
J Org Chem. 2019 Nov 15;84(22):14883-14891. doi: 10.1021/acs.joc.9b01777. Epub 2019 Oct 28.
5
Metal-Free Aminothiation of Alkynes: Three-Component Tandem Annulation toward Indolizine Thiones from 2-Alkylpyridines, Ynals, and Elemental Sulfur.无金属炔烃的氨硫基化反应：通过 2-烷基吡啶、Ynals 和元素硫的三组分串联环化反应构建吲哚嗪硫酮
J Org Chem. 2019 Oct 4;84(19):12639-12647. doi: 10.1021/acs.joc.9b01802. Epub 2019 Sep 26.
6
Flexible Synthesis of Phosphoryl-Substituted Imidazolines, Tetrahydropyrimidines, and Thioamides by Sulfur-Mediated Processes.通过硫介导的过程灵活合成磷酰取代的咪唑啉、四氢嘧啶和硫代酰胺。
J Org Chem. 2019 Sep 20;84(18):11533-11541. doi: 10.1021/acs.joc.9b01384. Epub 2019 Sep 3.
7
Metal-Free Dehydrogenative Double C-H Sulfuration To Access Thieno[2,3-]indoles Using Elemental Sulfur.使用元素硫通过无金属脱氢双C-H硫化反应合成噻吩并[2,3-b]吲哚
J Org Chem. 2019 Oct 18;84(20):12946-12959. doi: 10.1021/acs.joc.9b01586. Epub 2019 Aug 21.
8
A novel three-component reaction between isocyanides, alcohols or thiols and elemental sulfur: a mild, catalyst-free approach towards -thiocarbamates and dithiocarbamates.异腈、醇类或硫醇与单质硫之间的新型三组分反应：一种温和的、无催化剂制备硫代氨基甲酸盐和二硫代氨基甲酸盐的方法。
Beilstein J Org Chem. 2019 Jul 10;15:1523-1533. doi: 10.3762/bjoc.15.155. eCollection 2019.
9
Catalyst-Free One-Pot Synthesis of Unsymmetrical Five- and Six-Membered Sulfur-Annulated Heterocyclic Perylene Diimides for Electron-Transporting Property.用于电子传输性能的无催化剂一锅法合成不对称五元及六元含硫杂环苝二亚胺
Org Lett. 2019 Jul 19;21(14):5529-5532. doi: 10.1021/acs.orglett.9b01847. Epub 2019 Jun 27.
10
N-Heterocyclic Olefin Catalysis for the Ring Opening of Cyclic Amidine Compounds: A Pathway to the Synthesis of ε-Caprolactam- and γ-Lactam-Derived Amines.N-杂环烯烃催化环脒化合物开环反应：合成 ε-己内酰胺和 γ-内酰胺衍生胺的途径。
J Org Chem. 2019 Apr 5;84(7):3793-3800. doi: 10.1021/acs.joc.8b02823. Epub 2019 Feb 19.