• 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

通过多米诺C-N偶联/氢胺化反应合成吡咯并[3,2-]嘧啶-2,4(3)-二酮

Synthesis of pyrrolo[3,2-]pyrimidine-2,4(3)-diones by domino C-N coupling/hydroamination reactions.

作者信息

Figueira de Abreu Ruben Manuel, Tiedemann Robin, Ehlers Peter, Langer Peter

机构信息

Universität Rostock, Institut für Chemie, Albert-Einstein-Str. 3a, 18059 Rostock, Germany.

Leibniz Institut für Katalyse an der Universität Rostock e. V., Albert-Einstein-Str. 29a, 18059 Rostock, Germany.

出版信息

Beilstein J Org Chem. 2025 May 22;21:1010-1017. doi: 10.3762/bjoc.21.82. eCollection 2025.

DOI:10.3762/bjoc.21.82
PMID:40438306
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC12117214/
Abstract

A variety of pyrrolo[3,2-]pyrimidine-2,4(3)-diones were prepared by a combination of Sonogashira reaction and subsequent cyclization by domino C-N coupling/hydroamination reaction. The optical properties (UV-vis absorption and fluorescence) depend on the substitution pattern of the compounds.

摘要

通过Sonogashira反应与随后的多米诺C-N偶联/氢胺化反应环化相结合,制备了多种吡咯并[3,2-]嘧啶-2,4(3)-二酮。光学性质(紫外-可见吸收和荧光)取决于化合物的取代模式。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/567b/12117214/4987cbbf9e5f/Beilstein_J_Org_Chem-21-1010-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/567b/12117214/ce40d2c3ac0a/Beilstein_J_Org_Chem-21-1010-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/567b/12117214/7fafcc157a6f/Beilstein_J_Org_Chem-21-1010-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/567b/12117214/d8ca5a57afc0/Beilstein_J_Org_Chem-21-1010-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/567b/12117214/55f069773bae/Beilstein_J_Org_Chem-21-1010-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/567b/12117214/4987cbbf9e5f/Beilstein_J_Org_Chem-21-1010-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/567b/12117214/ce40d2c3ac0a/Beilstein_J_Org_Chem-21-1010-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/567b/12117214/7fafcc157a6f/Beilstein_J_Org_Chem-21-1010-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/567b/12117214/d8ca5a57afc0/Beilstein_J_Org_Chem-21-1010-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/567b/12117214/55f069773bae/Beilstein_J_Org_Chem-21-1010-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/567b/12117214/4987cbbf9e5f/Beilstein_J_Org_Chem-21-1010-g003.jpg

相似文献

1
Synthesis of pyrrolo[3,2-]pyrimidine-2,4(3)-diones by domino C-N coupling/hydroamination reactions.通过多米诺C-N偶联/氢胺化反应合成吡咯并[3,2-]嘧啶-2,4(3)-二酮
Beilstein J Org Chem. 2025 May 22;21:1010-1017. doi: 10.3762/bjoc.21.82. eCollection 2025.
2
Synthesis of 6-arylpyrimido[4,5-]indolizine-2,4(1,3)-diones through InCl-catalyzed cycloisomerization.
Org Biomol Chem. 2025 May 28;23(21):5215-5223. doi: 10.1039/d5ob00436e.
3
Base-Mediated Hydroamination of Alkynes.炔烃的基底介导的氨氢化反应。
Acc Chem Res. 2017 Feb 21;50(2):240-254. doi: 10.1021/acs.accounts.6b00449. Epub 2017 Jan 27.
4
Synthesis of Novel 5,6-Disubstituted Pyrrolo [2,3-d]Pyrimidine-2,4-Diones Via One-Pot Three-Component Reactions.通过一锅三组分反应合成新型5,6-二取代吡咯并[2,3-d]嘧啶-2,4-二酮
ACS Comb Sci. 2017 Feb 13;19(2):108-112. doi: 10.1021/acscombsci.6b00147. Epub 2017 Jan 20.
5
Access to functionalized 3H-pyrrolo[2,3-c]quinolin-4(5H)-ones and thieno[2,3-c]quinolin-4(5H)-ones via domino reaction of 4-alkynyl-3-bromoquinolin-2(1H)-ones.通过4-炔基-3-溴喹啉-2(1H)-酮的多米诺反应获得官能化的3H-吡咯并[2,3-c]喹啉-4(5H)-酮和噻吩并[2,3-c]喹啉-4(5H)-酮。
J Org Chem. 2014 Oct 17;79(20):9628-38. doi: 10.1021/jo501753p. Epub 2014 Oct 3.
6
Copper-catalyzed domino reactions for the synthesis of cyclic compounds.铜催化的多米诺反应在环状化合物合成中的应用。
J Org Chem. 2014 Sep 19;79(18):8507-15. doi: 10.1021/jo501331r. Epub 2014 Aug 21.
7
A New Synthetic Route to Polyhydrogenated Pyrrolo[3,4-b]pyrroles by the Domino Reaction of 3-Bromopyrrole-2,5-Diones with Aminocrotonic Acid Esters.一种通过 3-溴吡咯-2,5-二酮与氨基巴豆酸酯的多米诺反应合成多氢化吡咯并[3,4-b]吡咯的新方法。
Molecules. 2017 Nov 22;22(11):2035. doi: 10.3390/molecules22112035.
8
Regioselective Synthesis of Functionalized Pyrrolo[1,2-]pyrazine-3,6(2,4)-diones via Tandem Post-Ugi Cyclization and Gold(I)-Catalyzed Annulation.通过串联的乌吉反应后环化和金(I)催化的环化反应实现官能化吡咯并[1,2 - ]吡嗪 - 3,6(2,4) - 二酮的区域选择性合成。
J Org Chem. 2022 Oct 7;87(19):12799-12815. doi: 10.1021/acs.joc.2c01404. Epub 2022 Sep 23.
9
Pt(IV)-catalyzed hydroamination triggered cyclization: a strategy to fused pyrrolo[1,2-a]quinoxalines, indolo[1,2-a]quinoxalines, and indolo[3,2-c]quinolines.Pt(IV)催化的氢胺化引发环化:一种构建稠合吡咯并[1,2-a]喹喔啉、吲哚并[1,2-a]喹喔啉和吲哚并[3,2-c]喹啉的策略。
J Org Chem. 2010 May 21;75(10):3371-80. doi: 10.1021/jo100373w.
10
A Novel Domino Reaction: Cyclization of Alkynyl Sulfides by Reaction with IPy BF.
Angew Chem Int Ed Engl. 1998 Dec 4;37(22):3136-3139. doi: 10.1002/(SICI)1521-3773(19981204)37:22<3136::AID-ANIE3136>3.0.CO;2-O.

本文引用的文献

1
Synthesis of benzo[]quinazoline-1,3(2,4)-diones.苯并[ ]喹唑啉-1,3(2,4)-二酮的合成。 (注:原文中“苯并[ ]”括号内内容缺失,可能影响完整准确理解,这里按原样翻译)
Beilstein J Org Chem. 2024 Oct 28;20:2708-2719. doi: 10.3762/bjoc.20.228. eCollection 2024.
2
Synthesis and properties of 6-alkynyl-5-aryluracils.6-炔基-5-芳基尿嘧啶的合成与性质
Beilstein J Org Chem. 2024 Apr 22;20:898-911. doi: 10.3762/bjoc.20.80. eCollection 2024.
3
Structural and Biological Investigations for a Series of N-5 Substituted Pyrrolo[3,2-]pyrimidines as Potential Anti-Cancer Therapeutics.
一系列 N-5 取代的吡咯并[3,2-d]嘧啶类化合物的结构和生物学研究作为潜在的抗癌治疗药物。
Molecules. 2019 Jul 23;24(14):2656. doi: 10.3390/molecules24142656.
4
Pyrrolopyrimidines: An update on recent advancements in their medicinal attributes.吡咯嘧啶类化合物:其药用属性的最新进展综述。
Eur J Med Chem. 2018 Sep 5;157:503-526. doi: 10.1016/j.ejmech.2018.08.023. Epub 2018 Aug 9.
5
Synthetic Entries to and Biological Activity of Pyrrolopyrimidines.吡咯并嘧啶类的合成方法及生物活性
Chem Rev. 2016 Jan 13;116(1):80-139. doi: 10.1021/acs.chemrev.5b00483. Epub 2015 Dec 23.
6
Development and Application of a Virtual Screening Protocol for the Identification of Multitarget Fragments.用于识别多靶点片段的虚拟筛选方案的开发与应用
ChemMedChem. 2016 Jun 20;11(12):1259-63. doi: 10.1002/cmdc.201500521. Epub 2015 Dec 10.
7
Antiproliferative activities of halogenated pyrrolo[3,2-d]pyrimidines.卤代吡咯并[3,2 - d]嘧啶的抗增殖活性。
Bioorg Med Chem. 2015 Aug 1;23(15):4354-4363. doi: 10.1016/j.bmc.2015.06.025. Epub 2015 Jun 16.
8
Efficient palladium-catalyzed synthesis of substituted indoles employing a new (silanyloxyphenyl)phosphine ligand.高效钯催化合成取代吲哚的新型(硅烷氧基苯基)膦配体。
Chem Commun (Camb). 2012 Jul 25;48(58):7277-9. doi: 10.1039/c2cc33071g. Epub 2012 Jun 18.
9
Design and synthesis of pyrrolo[3,2-d]pyrimidine human epidermal growth factor receptor 2 (HER2)/epidermal growth factor receptor (EGFR) dual inhibitors: exploration of novel back-pocket binders.吡咯并[3,2-d]嘧啶类人表皮生长因子受体 2(HER2)/表皮生长因子受体(EGFR)双抑制剂的设计与合成:新型备用结合物的探索。
J Med Chem. 2012 Apr 26;55(8):3975-91. doi: 10.1021/jm300185p. Epub 2012 Apr 10.
10
7-Substituted-pyrrolo[3,2-d]pyrimidine-2,4-dione derivatives as antagonists of the transient receptor potential ankyrin 1 (TRPA1) channel: a promising approach for treating pain and inflammation.7-取代吡咯并[3,2-d]嘧啶-2,4-二酮衍生物作为瞬时受体电位锚蛋白 1(TRPA1)通道的拮抗剂:治疗疼痛和炎症的有前途的方法。
Bioorg Med Chem. 2012 Mar 1;20(5):1690-8. doi: 10.1016/j.bmc.2012.01.020. Epub 2012 Jan 24.