• 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

新型可调节的CuX(2)介导的环亚丙基乙酸及其酯的环化反应,用于简便合成4-卤甲基-2(5H)-呋喃酮和4-卤-5,6-二氢-2H-吡喃-2-酮。

Novel tunable CuX(2)-mediated cyclization reaction of cyclopropylideneacetic acids and esters for the facile synthesis of 4-halomethyl-2(5H)-furanones and 4-halo-5,6-dihydro-2H-pyran-2-ones.

作者信息

Huang Xian, Zhou Hongwei

机构信息

Department of Chemistry, Zhejiang University (Campus Xixi), Hangzhou 310028, PR China.

出版信息

Org Lett. 2002 Dec 12;4(25):4419-22. doi: 10.1021/ol026911q.

DOI:10.1021/ol026911q
PMID:12465902
Abstract

[reaction: see text] A mixture of cyclopropylideneacetic acids (or esters) and CuBr(2) (or CuI/I(2)) in aqueous acetonitrile afforded 4-substituted 2(5H)-furanones or 3,4-substituted 5,6-dihydro-2H-pyran-2-ones in moderate to good yields. The selectivity of the reaction greatly depended on the reaction temperature.

摘要

[反应:见正文] 环亚丙基乙酸(或酯)与CuBr₂(或CuI/I₂)在乙腈水溶液中的混合物以中等至良好的产率得到4-取代的2(5H)-呋喃酮或3,4-取代的5,6-二氢-2H-吡喃-2-酮。该反应的选择性很大程度上取决于反应温度。

相似文献

1
Novel tunable CuX(2)-mediated cyclization reaction of cyclopropylideneacetic acids and esters for the facile synthesis of 4-halomethyl-2(5H)-furanones and 4-halo-5,6-dihydro-2H-pyran-2-ones.新型可调节的CuX(2)介导的环亚丙基乙酸及其酯的环化反应,用于简便合成4-卤甲基-2(5H)-呋喃酮和4-卤-5,6-二氢-2H-吡喃-2-酮。
Org Lett. 2002 Dec 12;4(25):4419-22. doi: 10.1021/ol026911q.
2
Novel synthetic approach to 6,7-dihydro-5H-imidazo[1,5-a]-pyrazin-8-ones.
Org Lett. 2003 Oct 16;5(21):3907-9. doi: 10.1021/ol035455i.
3
A facile solid-phase synthesis of substituted 2(5H)-furanones from polymer-supported alpha-selenocarboxylic acids.
J Comb Chem. 2003 May-Jun;5(3):273-7. doi: 10.1021/cc020066l.
4
Iron(III)-catalyzed Prins-type cyclization using homopropargylic alcohol: a method for the synthesis of 2-alkyl-4-halo-5,6-dihydro-2H-pyrans.铁(III)催化的使用高炔丙醇的普林斯型环化反应:一种合成2-烷基-4-卤代-5,6-二氢-2H-吡喃的方法。
Org Lett. 2003 May 29;5(11):1979-82. doi: 10.1021/ol034568z.
5
Facile and effective copper-mediated cyclization reaction of cyclopropylideneacetic acids (or esters) and cyclopropylideneacetonitriles.
J Org Chem. 2004 Feb 6;69(3):839-42. doi: 10.1021/jo035225h.
6
An efficient synthesis of 4-Halo-5-hydroxyfuran-2(5H)-ones via the sequential halolactonization and gamma-hydroxylation of 4-aryl-2,3-alkadienoic acids.
J Org Chem. 2004 Feb 20;69(4):1429-31. doi: 10.1021/jo0355698.
7
Cationic gold(I)-catalyzed intramolecular cyclization of gamma-hydroxyalkynones into 3(2H)-furanones.阳离子金(I)催化γ-羟基炔酮的分子内环化反应生成 3(2H)-呋喃酮。
J Org Chem. 2010 Mar 19;75(6):2123-6. doi: 10.1021/jo100048j.
8
Oxidative cyclization of beta-hydroxyenones with palladium(II): a novel entry to 2,3-dihydro-4H-pyran-4-ones.
Org Lett. 2004 Jan 8;6(1):91-4. doi: 10.1021/ol0361296.
9
An experimental and computational investigation of the Diels-Alder cycloadditions of halogen-substituted 2(H)-pyran-2-ones.卤素取代的2(H)-吡喃-2-酮的狄尔斯-阿尔德环加成反应的实验与计算研究
J Org Chem. 2005 Feb 18;70(4):1122-33. doi: 10.1021/jo048213k.
10
Synthesis of 2-substituted-5-halo-2,3-dihydro-4(H)-pyrimidin-4-ones and their derivatization utilizing the Sonogashira coupling reaction in the enantioselective synthesis of alpha-substituted beta-amino acids.2-取代-5-卤代-2,3-二氢-4(H)-嘧啶-4-酮的合成及其在对映选择性合成α-取代β-氨基酸中利用Sonogashira偶联反应的衍生化。
J Org Chem. 2007 Jun 22;72(13):4822-5. doi: 10.1021/jo0705115. Epub 2007 May 25.

引用本文的文献

1
Predicting the outcomes of organic reactions via machine learning: are current descriptors sufficient?通过机器学习预测有机反应的结果:当前的描述符是否足够?
Sci Rep. 2017 Jun 15;7(1):3582. doi: 10.1038/s41598-017-02303-0.