• 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

使用布朗斯特酸性离子液体作为高效催化剂，将吲哚共轭加成到α,β-不饱和酮上。

Conjugate addition of indoles to alpha,beta-unsaturated ketones using a Brønsted acid ionic liquid as an efficient catalyst.

作者信息

Yu Chuan-Ji, Liu Chen-Jiang

机构信息

School of Chemistry and Chemical Engineering, Xinjiang University, Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education, 830046 Urumqi, China.

出版信息

Molecules. 2009 Aug 27;14(9):3222-8. doi: 10.3390/molecules14093222.

DOI:10.3390/molecules14093222
PMID:19783920
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6254839/
Abstract

The Brønsted acid ionic liquid [PyN(CH(2))(4)SO(3)H][p-CH(3)PhSO(3)] has been reported as an efficient catalyst for the Michael addition reaction of indoles to alpha,beta-unsaturated ketones. Satisfactory results were obtained, with excellent yields and a simple experimental procedure. The catalyst could be recycled and reused up to three times without any noticeable decrease in the catalytic activity.

摘要

布朗斯特酸性离子液体[PyN(CH(2))(4)SO(3)H][p-CH(3)PhSO(3)]已被报道为吲哚与α,β-不饱和酮的迈克尔加成反应的有效催化剂。该反应获得了令人满意的结果，产率优异且实验步骤简单。该催化剂可以循环使用多达三次，而催化活性没有任何明显下降。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e2a2/6254839/20b1479974ca/molecules-14-03222-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e2a2/6254839/2e7ca52aa6da/molecules-14-03222-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e2a2/6254839/20b1479974ca/molecules-14-03222-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e2a2/6254839/2e7ca52aa6da/molecules-14-03222-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/e2a2/6254839/20b1479974ca/molecules-14-03222-sch002.jpg

相似文献

1
Conjugate addition of indoles to alpha,beta-unsaturated ketones using a Brønsted acid ionic liquid as an efficient catalyst.使用布朗斯特酸性离子液体作为高效催化剂，将吲哚共轭加成到α,β-不饱和酮上。
Molecules. 2009 Aug 27;14(9):3222-8. doi: 10.3390/molecules14093222.
2
An efficient synthesis of 1-aryl-3-(indole-3-yl)-3-(2-aryl-1,2,3-triazol-4-yl)propan-1-one catalyzed by a Brønsted acid ionic liquid.一种由 Brønsted 酸性离子液体催化的 1-芳基-3-(吲哚-3-基)-3-(2-芳基-1,2,3-三唑-4-基)丙-1-酮的高效合成方法。
Molecules. 2010 Dec 10;15(12):9197-204. doi: 10.3390/molecules15129197.
3
Acidic-functionalized ionic liquid as an efficient, green and reusable catalyst for hetero-Michael addition of nitrogen, sulfur and oxygen nucleophiles to α,β-unsaturated ketones.酸性功能化离子液体作为高效、绿色、可重复使用的催化剂，用于氮、硫和氧亲核试剂与α,β-不饱和酮的杂迈克尔加成反应。
Org Biomol Chem. 2012 Jan 14;10(2):346-54. doi: 10.1039/c1ob06346d. Epub 2011 Nov 11.
4
Geminal Brønsted acid ionic liquids as catalysts for the Mannich reaction in water.偕二质子布朗斯特酸性离子液体作为水相中曼尼希反应的催化剂。
Int J Mol Sci. 2014 May 15;15(5):8656-66. doi: 10.3390/ijms15058656.
5
Chiral Brønsted acid catalyzed asymmetric Friedel-Crafts alkylation reaction of indoles with α,β-unsaturated ketones: short access to optically active 2- and 3-substituted indole derivatives.手性布朗斯特酸催化吲哚与α,β-不饱和酮的不对称 Friedel-Crafts 烷基化反应：获得光学活性 2-和 3-取代吲哚衍生物的简便方法。
Org Biomol Chem. 2010 Dec 7;8(23):5448-54. doi: 10.1039/c0ob00197j. Epub 2010 Sep 28.
6
The Michael addition of indoles and pyrrole to alpha-, beta-unsaturated ketones and double-conjugate 1,4-addition of indoles to symmetric enones promoted by pulverization-activation method and Thia-Michael addition catalyzed by wet cyanuric chloride.通过粉碎-活化法促进的吲哚和吡咯与α，β-不饱和酮的迈克尔加成以及湿氰尿酰氯催化的噻迈克尔加成促进的吲哚与对称烯酮的 1,4-双重共轭加成。
Mol Divers. 2010 May;14(2):385-92. doi: 10.1007/s11030-009-9184-2. Epub 2009 Aug 7.
7
Brønsted acidic ionic liquid accelerated halogenation of organic compounds with N-Halosuccinimides (NXS).布朗斯台德酸性离子液体促进 N-卤代琥珀酰亚胺（NXS）与有机化合物的卤化反应。
Molecules. 2012 Dec 21;18(1):74-96. doi: 10.3390/molecules18010074.
8
Silica-supported sodium sulfonate with ionic liquid: a neutral catalyst system for Michael reactions of indoles in water.离子液体负载在二氧化硅上的磺酸钠：一种用于吲哚在水中进行迈克尔反应的中性催化体系。
Org Lett. 2007 Jan 18;9(2):175-8. doi: 10.1021/ol062446b.
9
A Brønsted acidic ionic liquid as an efficient and environmentally benign catalyst for biodiesel synthesis from free fatty acids and alcohols.一种布朗斯台德酸性离子液体，作为由游离脂肪酸和醇合成生物柴油的高效且环境友好型催化剂。
Bioresour Technol. 2009 Oct;100(19):4368-73. doi: 10.1016/j.biortech.2009.04.012. Epub 2009 May 8.
10
Novel ionic liquid with both Lewis and Brønsted acid sites for Michael addition.具有Lewis和Brønsted酸性位点的新型离子液体用于迈克尔加成反应。
Int J Mol Sci. 2011;12(11):7438-44. doi: 10.3390/ijms12117438. Epub 2011 Oct 28.

本文引用的文献

1
Highly enantioselective Friedel-Crafts alkylations of indoles with simple enones catalyzed by zirconium(IV)-BINOL complexes.锆（IV）-联萘酚配合物催化吲哚与简单烯酮的高度对映选择性傅克烷基化反应。
Org Lett. 2007 Jun 21;9(13):2601-4. doi: 10.1021/ol0710820. Epub 2007 May 25.
2
Catalysis in ionic liquids.离子液体中的催化作用。
Chem Rev. 2007 Jun;107(6):2615-65. doi: 10.1021/cr050948h. Epub 2007 May 23.
3
Silica-supported sodium sulfonate with ionic liquid: a neutral catalyst system for Michael reactions of indoles in water.
离子液体负载在二氧化硅上的磺酸钠：一种用于吲哚在水中进行迈克尔反应的中性催化体系。
Org Lett. 2007 Jan 18;9(2):175-8. doi: 10.1021/ol062446b.
4
Ionic liquid as catalyst and reaction medium. The dramatic influence of a task-specific ionic liquid, [bmIm]OH, in Michael addition of active methylene compounds to conjugated ketones, carboxylic esters, and nitriles.离子液体作为催化剂和反应介质。特定任务离子液体[bmIm]OH对活性亚甲基化合物与共轭酮、羧酸酯和腈的迈克尔加成反应有显著影响。
Org Lett. 2005 Jul 7;7(14):3049-52. doi: 10.1021/ol051004h.
5
An expeditious synthesis of beta-indolylketones catalyzed by p-toluenesulfonic acid (PTSA) using ultrasonic irradiation.对甲苯磺酸（PTSA）催化、超声辐射下β-吲哚基酮的快速合成。
Ultrason Sonochem. 2005 Apr;12(5):339-43. doi: 10.1016/j.ultsonch.2004.05.003.
6
Bismuth nitrate-catalyzed versatile Michael reactions.硝酸铋催化的通用迈克尔反应。
J Org Chem. 2003 Mar 21;68(6):2109-14. doi: 10.1021/jo026550s.
7
Sequential one-pot InBr(3)-catalyzed 1,4- then 1,2-nucleophilic addition to enones.连续一锅法InBr(3)催化的对烯酮先进行1,4-然后1,2-亲核加成反应。
J Org Chem. 2002 May 31;67(11):3700-4. doi: 10.1021/jo0163243.
8
Room-Temperature Ionic Liquids. Solvents for Synthesis and Catalysis.室温离子液体。用于合成与催化的溶剂。
Chem Rev. 1999 Aug 11;99(8):2071-2084. doi: 10.1021/cr980032t.