• 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

吖啶黄G(AYG)作为一种光诱导电子转移(PET)光催化剂,用于亚胺的自由基迈克尔-曼尼希环缩合反应。

Acridine yellow G (AYG) as a photo-induced electron transfer (PET) photocatalyst employed for the radical Michael-Mannich cyclocondensation of imines.

作者信息

Mohamadpour Farzaneh

机构信息

School of Engineering, Apadana Institute of Higher Education, Shiraz, Iran.

出版信息

Front Chem. 2022 Oct 6;10:1015330. doi: 10.3389/fchem.2022.1015330. eCollection 2022.

DOI:10.3389/fchem.2022.1015330
PMID:36300032
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9590109/
Abstract

A four-component domino Michael-Mannich cyclocondensation of amines, dialkyl acetylenedicarboxylaes, and formaldehyde was utilized to develop a green technique for sans metal combination of polyfunctionalized dihydro-2-oxypyrroles. It involves visible light as an environmentally friendly power source and acridine yellow G (AYG) as a photo-induced electron transfer (PET) photocatalyst. The motivation behind this examination was to expand the utilization of a non-metal dye that is both reasonable and broadly accessible. Photochemically catalyzed AYG flaunts exceptional returns, energy effectiveness, and natural agreeableness, as well as extraordinary iota economy, efficient highlights, and comfort of purpose. Key abilities consist of an easy experimental setup, big substrate tolerance, finance-friendly, clean painting-up strategies within the absence of tedious separation techniques, and minimized the quantity of waste for each organic transformation. The type of yields is pretty uniform (85-97%, average 92.09%), and the shape of reaction times might be very speedy (15-30 min, average 21.59 min), and the factor stated inside the dialogue is that the method tolerates quite a number electron-donating and electron-withdrawing functional groups, while, however, giving extremely good yields. The response within the reason is insensitive to the person of the substituents. Subsequently, many compounds and natural factors can be followed over the course of time. Shockingly, gram-scale cyclization is conceivable, proposing that the strategy could be utilized in industry.

摘要

利用胺、二烷基乙炔二羧酸酯和甲醛的四组分多米诺迈克尔-曼尼希环缩合反应,开发了一种用于多官能化二氢-2-氧代吡咯无金属合成的绿色技术。该技术采用可见光作为环境友好型能源,吖啶黄G(AYG)作为光诱导电子转移(PET)光催化剂。本次研究的目的是扩大一种既合理又广泛可得的非金属染料的应用。光化学催化的AYG具有优异的产率、能源效率和环境友好性,以及出色的原子经济性、高效性和使用便利性。其关键特性包括实验装置简单、底物耐受性强、成本低、无需繁琐分离技术的清洁后处理策略,以及每次有机转化产生的废物量最少。产率类型相当均匀(85 - 97%,平均92.09%),反应时间短(15 - 30分钟,平均21.59分钟),而且该方法能够耐受多种供电子和吸电子官能团,同时仍能给出极高的产率。该反应对取代基的性质不敏感。因此,随着时间的推移可以追踪许多化合物和天然产物。令人惊讶的是,克级环化是可行的,这表明该方法可用于工业生产。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a87/9590109/41dd7d847ae3/FCHEM_fchem-2022-1015330_wc_sch3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a87/9590109/2b944cc4d39f/fchem-10-1015330-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a87/9590109/c4eb8f6452f1/FCHEM_fchem-2022-1015330_wc_sch1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a87/9590109/b1ccab3d1127/FCHEM_fchem-2022-1015330_wc_sch2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a87/9590109/41dd7d847ae3/FCHEM_fchem-2022-1015330_wc_sch3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a87/9590109/2b944cc4d39f/fchem-10-1015330-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a87/9590109/c4eb8f6452f1/FCHEM_fchem-2022-1015330_wc_sch1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a87/9590109/b1ccab3d1127/FCHEM_fchem-2022-1015330_wc_sch2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a87/9590109/41dd7d847ae3/FCHEM_fchem-2022-1015330_wc_sch3.jpg

相似文献

1
Acridine yellow G (AYG) as a photo-induced electron transfer (PET) photocatalyst employed for the radical Michael-Mannich cyclocondensation of imines.吖啶黄G(AYG)作为一种光诱导电子转移(PET)光催化剂,用于亚胺的自由基迈克尔-曼尼希环缩合反应。
Front Chem. 2022 Oct 6;10:1015330. doi: 10.3389/fchem.2022.1015330. eCollection 2022.
2
Synthesis of polyfunctionalized dihydro-2-oxypyrroles catalyzed by 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) as a novel donor-acceptor fluorophore.以新型供体-受体荧光团1,2,3,5-四(咔唑-9-基)-4,6-二氰基苯(4CzIPN)催化合成多官能化二氢-2-氧代吡咯。
Sci Rep. 2022 Oct 7;12(1):16911. doi: 10.1038/s41598-022-20689-4.
3
The development of imin-based tandem Michael-Mannich cyclocondensation through a single-electron transfer (SET)/energy transfer (EnT) pathway in the use of methylene blue (MB) as a photo-redox catalyst.以亚甲基蓝(MB)作为光氧化还原催化剂,通过单电子转移(SET)/能量转移(EnT)途径开发基于亚胺的串联迈克尔-曼尼希环缩合反应。
RSC Adv. 2022 Apr 6;12(17):10701-10710. doi: 10.1039/d2ra01190e. eCollection 2022 Mar 31.
4
Gram-scale photosynthesis of polyfunctionalized dihydro-2-oxypyrroles using 3DPAFIPN as a halogenated dicyanobenzene-based photosensitizer via a consecutive visible-light-induced electron transfer process.使用3DPAFIPN作为基于卤代二氰基苯的光敏剂,通过连续可见光诱导电子转移过程进行多官能化二氢-2-氧代吡咯的克级光合作用。
Front Chem. 2024 Aug 8;12:1407071. doi: 10.3389/fchem.2024.1407071. eCollection 2024.
5
Methylene Blue as a Photo-Redox Catalyst: The Development Synthesis of Tetrahydrobenzo[]pyran Scaffolds via a Single-Electron Transfer/Energy Transfer.亚甲蓝作为光氧化还原催化剂:通过单电子转移/能量转移开发合成四氢苯并[]吡喃支架
Front Chem. 2022 Jul 18;10:934781. doi: 10.3389/fchem.2022.934781. eCollection 2022.
6
Photochemical synthesis of pyrano[2,3-d]pyrimidine scaffolds using photoexcited organic dye, Na eosin Y as direct hydrogen atom transfer (HAT) photocatalyst via visible light-mediated under air atmosphere.在空气气氛下,通过可见光介导,使用光激发有机染料(曙红Y钠)作为直接氢原子转移(HAT)光催化剂,进行吡喃并[2,3-d]嘧啶支架的光化学合成。
BMC Chem. 2023 Feb 7;17(1):2. doi: 10.1186/s13065-023-00912-7.
7
Proflavine (PFH): as a photosensitizer (PS) biocatalyst for the visible-light-induced synthesis of pyrano [2,3] pyrimidine scaffolds.硫酸普罗黄素(PFH):作为一种光敏剂(PS)生物催化剂用于可见光诱导的吡喃并[2,3]嘧啶支架的合成。
Front Chem. 2024 Mar 26;12:1304850. doi: 10.3389/fchem.2024.1304850. eCollection 2024.
8
New Role for Photoexcited Na Eosin Y the Direct Hydrogen Atom Transfer Process in Photochemical Visible-Light-Induced Synthesis of 2-Amino-4-Chromene Scaffolds Under Air Atmosphere.光激发的钠曙红Y在空气氛围下光化学可见光诱导合成2-氨基-4-色烯骨架中的直接氢原子转移过程的新作用
Front Chem. 2022 Jun 9;10:880257. doi: 10.3389/fchem.2022.880257. eCollection 2022.
9
Recyclable photocatalyst perovskite as a single-electron redox mediator for visible-light-driven photocatalysis gram-scale synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones in air atmosphere.可回收光催化剂钙钛矿作为单电子氧化还原介体,用于可见光驱动的空气氛围下克级规模合成 3,4-二氢嘧啶-2-(1H)-酮/硫酮。
Sci Rep. 2023 Jun 24;13(1):10262. doi: 10.1038/s41598-023-37526-x.
10
Regulation of dye-decolorizing peroxidase gene expression in grown on glycerol as the carbon source.在以甘油为碳源的条件下生长时对染料脱色过氧化物酶基因表达的调控。
PeerJ. 2024 May 30;12:e17467. doi: 10.7717/peerj.17467. eCollection 2024.

本文引用的文献

1
Methylene Blue as a Photo-Redox Catalyst: The Development Synthesis of Tetrahydrobenzo[]pyran Scaffolds via a Single-Electron Transfer/Energy Transfer.亚甲蓝作为光氧化还原催化剂:通过单电子转移/能量转移开发合成四氢苯并[]吡喃支架
Front Chem. 2022 Jul 18;10:934781. doi: 10.3389/fchem.2022.934781. eCollection 2022.
2
The vibronic absorption spectra and electronic states of acridine orange in aqueous solution.吖啶橙在水溶液中的振子吸收光谱和电子态。
Spectrochim Acta A Mol Biomol Spectrosc. 2021 Mar 15;249:119302. doi: 10.1016/j.saa.2020.119302. Epub 2020 Dec 10.
3
Electrochemistry and Photoredox Catalysis: A Comparative Evaluation in Organic Synthesis.
电化学和光氧化还原催化:在有机合成中的比较评价。
Molecules. 2019 Jun 5;24(11):2122. doi: 10.3390/molecules24112122.
4
Synthesis of functionalized dihydro-2-oxopyrroles using graphene oxide as heterogeneous catalyst.使用氧化石墨烯作为多相催化剂合成功能化的二氢-2-氧代吡咯。
Mol Divers. 2018 Aug;22(3):561-573. doi: 10.1007/s11030-017-9809-9. Epub 2018 Jan 9.
5
Development of four-component synthesis of tetra- and pentasubstituted polyfunctional dihydropyrroles: free permutation and combination of aromatic and aliphatic amines.四组分和五组分合成四取代和五取代多功能二氢吡咯的研究:芳香族和脂肪族胺的自由排列和组合。
ACS Comb Sci. 2013 Apr 8;15(4):183-92. doi: 10.1021/co300148c. Epub 2013 Mar 8.
6
Selective oxidation with nanoporous silica supported sensitizers: an environment friendly process using air and visible light.负载敏化剂的介孔硅选择性氧化:一种使用空气和可见光的环境友好型工艺。
J Hazard Mater. 2012 Apr 15;211-212:266-74. doi: 10.1016/j.jhazmat.2011.09.066. Epub 2011 Oct 1.
7
A novel and one-pot synthesis of new 1-tosyl pyrrol-2-one derivatives and analysis of carbonic anhydrase inhibitory potencies.新型一锅法合成新型 1-对甲苯磺酰基吡咯-2-酮衍生物及碳酸酐酶抑制活性分析。
Bioorg Med Chem. 2010 Jun 15;18(12):4468-74. doi: 10.1016/j.bmc.2010.04.072. Epub 2010 May 28.
8
Concise and versatile multicomponent synthesis of multisubstituted polyfunctional dihydropyrroles.多取代多官能团二氢吡咯的简洁通用多组分合成
J Comb Chem. 2009 Jul-Aug;11(4):685-96. doi: 10.1021/cc900046f.
9
Study on photochromism of diarylethenes with a 2,5-dihydropyrrole bridging unit: a convenient preparation of 3,4-diarylpyrroles from 3,4-diaryl-2,5-dihydropyrroles.含2,5 - 二氢吡咯桥连单元的二芳基乙烯的光致变色研究:由3,4 - 二芳基 - 2,5 - 二氢吡咯便捷制备3,4 - 二芳基吡咯
J Org Chem. 2005 Jun 24;70(13):5001-5. doi: 10.1021/jo050236r.
10
Spectrofluorimetric determination of formaldehyde by a flow-injection method based on its catalytic effect on the acridine yellow-bromate reaction.基于甲醛对吖啶黄-溴酸盐反应的催化作用,采用流动注射法荧光分光光度法测定甲醛。
Anal Bioanal Chem. 2003 Mar;375(5):661-5. doi: 10.1007/s00216-003-1763-y. Epub 2003 Feb 13.