• 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

通过铃木-宫浦交叉偶联反应合成对称和不对称取代的3,5-二芳基-2,4,6-三甲基吡啶的便捷方法。

A convenient route to symmetrically and unsymmetrically substituted 3,5-diaryl-2,4,6-trimethylpyridines via Suzuki-Miyaura cross-coupling reaction.

作者信息

Błachut Dariusz, Szawkało Joanna, Czarnocki Zbigniew

机构信息

Forensic Laboratory, Internal Security Agency, 1 Sierpnia 30A, 02-134 Warsaw, Poland, Tel.: +48 693830760.

Faculty of Chemistry, University of Warsaw, Pasteura 1, 02-093 Warsaw, Poland.

出版信息

Beilstein J Org Chem. 2016 Apr 28;12:835-45. doi: 10.3762/bjoc.12.82. eCollection 2016.

DOI:10.3762/bjoc.12.82
PMID:27340474
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4901938/
Abstract

A series of differently substituted 3,5-diaryl-2,4,6-trimethylpyridines were prepared and characterized using the Suzuki-Miyaura coupling reaction with accordingly selected bromo-derivatives and arylboronic acids. The reaction conditions were carefully optimized allowing high yield of isolated products and also the construction of unsymmetrically substituted diarylpyridines, difficult to access by other methods.

摘要

通过与相应选择的溴代衍生物和芳基硼酸进行铃木-宫浦偶联反应,制备并表征了一系列不同取代的3,5-二芳基-2,4,6-三甲基吡啶。反应条件经过精心优化,使得分离产物的产率较高,并且能够构建不对称取代的二芳基吡啶,而这是其他方法难以实现的。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6160/4901938/6bcc91e0bc10/Beilstein_J_Org_Chem-12-835-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6160/4901938/c7d245ff446b/Beilstein_J_Org_Chem-12-835-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6160/4901938/286349814fb0/Beilstein_J_Org_Chem-12-835-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6160/4901938/af21029bd06b/Beilstein_J_Org_Chem-12-835-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6160/4901938/efce66eb2719/Beilstein_J_Org_Chem-12-835-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6160/4901938/6bcc91e0bc10/Beilstein_J_Org_Chem-12-835-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6160/4901938/c7d245ff446b/Beilstein_J_Org_Chem-12-835-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6160/4901938/286349814fb0/Beilstein_J_Org_Chem-12-835-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6160/4901938/af21029bd06b/Beilstein_J_Org_Chem-12-835-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6160/4901938/efce66eb2719/Beilstein_J_Org_Chem-12-835-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6160/4901938/6bcc91e0bc10/Beilstein_J_Org_Chem-12-835-g006.jpg

相似文献

1
A convenient route to symmetrically and unsymmetrically substituted 3,5-diaryl-2,4,6-trimethylpyridines via Suzuki-Miyaura cross-coupling reaction.通过铃木-宫浦交叉偶联反应合成对称和不对称取代的3,5-二芳基-2,4,6-三甲基吡啶的便捷方法。
Beilstein J Org Chem. 2016 Apr 28;12:835-45. doi: 10.3762/bjoc.12.82. eCollection 2016.
2
Efficient synthesis of symmetrically and unsymmetrically substituted hexaphenylbenzene analogues by suzuki-miyaura coupling reactions.通过铃木-宫浦偶联反应高效合成对称和不对称取代的六苯基苯类似物。
Chem Asian J. 2008 Apr 7;3(4):759-66. doi: 10.1002/asia.200700370.
3
Suzuki-Miyaura Micellar One-Pot Synthesis of Symmetrical and Unsymmetrical 4,7-Diaryl-5,6-difluoro-2,1,3-benzothiadiazole Luminescent Derivatives in Water and under Air.铃木-宫浦胶束一锅法在水相和空气中合成对称和不对称的4,7-二芳基-5,6-二氟-2,1,3-苯并噻二唑发光衍生物
J Org Chem. 2018 Dec 21;83(24):15029-15042. doi: 10.1021/acs.joc.8b02204. Epub 2018 Nov 29.
4
Some mechanistic aspects regarding the Suzuki-Miyaura reaction between selected -substituted phenylboronic acids and 3,4,5-tribromo-2,6-dimethylpyridine.关于特定β-取代苯硼酸与3,4,5-三溴-2,6-二甲基吡啶之间的铃木-宫浦反应的一些机理方面的内容。
Beilstein J Org Chem. 2018 Sep 11;14:2384-2393. doi: 10.3762/bjoc.14.214. eCollection 2018.
5
Direct one-pot synthesis of primary 4-amino-2,3-diaryl-quinolines via Suzuki-Miyaura cross-coupling of 2-aryl-4-azido-3-iodoquinolines with arylboronic acids.通过 2-芳基-4-叠氮基-3-碘喹啉与芳基硼酸的 Suzuki-Miyaura 交叉偶联,直接一锅合成伯 4-氨基-2,3-二芳基喹啉。
Molecules. 2011 Oct 25;16(11):8958-72. doi: 10.3390/molecules16118958.
6
New Tricyclic Aryl Quinazoline Derivatives by Suzuki-Miyaura Cross-Coupling.通过铃木-宫浦交叉偶联反应合成新型三环芳基喹唑啉衍生物
ChemistryOpen. 2024 Dec;13(12):e202400197. doi: 10.1002/open.202400197. Epub 2024 Sep 27.
7
Convenient Access to meta-Substituted Phenols by Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling and Oxidation.通过钯催化的铃木-宫浦交叉偶联和氧化反应便捷合成间位取代苯酚
Chemistry. 2017 Aug 22;23(47):11445-11449. doi: 10.1002/chem.201702651. Epub 2017 Aug 1.
8
Computationally Assisted Mechanistic Investigation and Development of Pd-Catalyzed Asymmetric Suzuki-Miyaura and Negishi Cross-Coupling Reactions for Tetra-Substituted Biaryl Synthesis.钯催化的不对称铃木-宫浦和根岸交叉偶联反应用于四取代联芳基合成的计算辅助机理研究与开发
ACS Catal. 2018 Nov 2;8(11):10190-10209. doi: 10.1021/acscatal.8b02509. Epub 2018 Sep 20.
9
One-pot synthesis of 2,3,4-triarylquinolines via suzuki-miyaura cross-coupling of 2-aryl-4-chloro-3-iodoquinolines with arylboronic acids.一锅法合成 2,3,4-三芳基喹啉:通过 2-芳基-4-氯-3-碘喹啉与芳基硼酸的铃木-宫浦交叉偶联反应。
Molecules. 2010 Oct 22;15(10):7423-37. doi: 10.3390/molecules15107423.
10
Synthesis of Highly Functionalizable Symmetrically and Unsymmetrically Substituted Triarylboranes from Bench-Stable Boron Precursors.由易于保存的硼前体合成具有高度官能化的对称和不对称取代三芳基硼烷
Chemistry. 2021 Jun 21;27(35):9094-9101. doi: 10.1002/chem.202100632. Epub 2021 May 17.

引用本文的文献

1
In situ generation of N-unsubstituted imines from alkyl azides and their applications for imine transfer via copper catalysis.通过铜催化由烷基叠氮化物原位生成N-未取代的亚胺及其在亚胺转移中的应用。
Sci Adv. 2017 Aug 9;3(8):e1700826. doi: 10.1126/sciadv.1700826. eCollection 2017 Aug.

本文引用的文献

1
A Convenient and General Method for Pd-Catalyzed Suzuki Cross-Couplings of Aryl Chlorides and Arylboronic Acids.一种用于钯催化芳基氯与芳基硼酸铃木交叉偶联反应的便捷通用方法。
Angew Chem Int Ed Engl. 1998 Dec 31;37(24):3387-3388. doi: 10.1002/(SICI)1521-3773(19981231)37:24<3387::AID-ANIE3387>3.0.CO;2-P.
2
Impurities in Illicit Drug Preparations: 3,4-(Methylenedioxy)amphetamine and 3,4-(Methylenedioxy)methylamphetamine.非法药物制剂中的杂质:3,4-亚甲基二氧基苯丙胺和3,4-亚甲基二氧基甲基苯丙胺。
Forensic Sci Rev. 1992 Dec;4(2):137-46.
3
Comparison of acid inhibition with standard dosages of proton pump inhibitors in relation to CYP2C19 genotype in Japanese.
日本人群中质子泵抑制剂标准剂量的酸抑制作用与CYP2C19基因型的比较。
Eur J Clin Pharmacol. 2014 Sep;70(9):1073-8. doi: 10.1007/s00228-014-1713-y. Epub 2014 Jul 6.
4
Identification of proton-pump inhibitor drugs that inhibit Trichomonas vaginalis uridine nucleoside ribohydrolase.鉴定抑制阴道毛滴虫尿苷核苷核糖水解酶的质子泵抑制剂药物。
Bioorg Med Chem Lett. 2014 Feb 15;24(4):1080-4. doi: 10.1016/j.bmcl.2014.01.014. Epub 2014 Jan 13.
5
Enantiomeric separation and simulation studies of pheniramine, oxybutynin, cetirizine, and brinzolamide chiral drugs on amylose-based columns.手性药物苯海拉明、奥昔布宁、西替利嗪和布林佐胺对基于直链淀粉的色谱柱的对映体分离及模拟研究。
Chirality. 2014 Mar;26(3):136-43. doi: 10.1002/chir.22276. Epub 2014 Jan 26.
6
[Study of cross reactivity between proton pump inhibitors].[质子泵抑制剂之间交叉反应性的研究]
Therapie. 2013 Nov-Dec;68(6):361-8. doi: 10.2515/therapie/2013061. Epub 2013 Dec 20.
7
An overview of the synthetic routes to the best selling drugs containing 6-membered heterocycles.畅销含六元杂环药物的合成路线概述。
Beilstein J Org Chem. 2013 Oct 30;9:2265-319. doi: 10.3762/bjoc.9.265.
8
One-pot Double Suzuki Couplings of Dichloropyrimidines.二氯嘧啶的一锅法双铃木偶联反应
Synthesis (Stuttg). 2010 Aug 1;2010(16):2721-2724. doi: 10.1055/s-0030-1258150.
9
Isomers of fluoroamphetamines detected in forensic cases in Denmark.在丹麦法医案例中检测到氟苯丙胺的异构体。
Int J Legal Med. 2012 Jul;126(4):541-7. doi: 10.1007/s00414-012-0671-0.
10
Double Couplings of Dibromothiophenes using Boronic Acids and Boronates.使用硼酸和硼酸酯对二溴噻吩进行双偶联反应
Synthesis (Stuttg). 2009 May 12;40(19). doi: 10.1002/chin.200919105.