• 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

可见光介导的乙烯基芳烃与溴代羧酸盐的氧化偶联反应合成γ-酮酯

Visible-Light-Mediated Oxidative Coupling of Vinylarenes with Bromocarboxylates Leading to γ-Ketoesters.

作者信息

Fang Xing-Xiao, Wang Peng-Fei, Yi Wei, Chen Wei, Lou Sheng-Chun, Liu Gong-Qing

机构信息

School of Pharmacy , Nantong University , 19 Qixiu Road , Nantong 226001 , People's Republic of China.

出版信息

J Org Chem. 2019 Dec 6;84(23):15677-15684. doi: 10.1021/acs.joc.9b02310. Epub 2019 Nov 15.

DOI:10.1021/acs.joc.9b02310
PMID:31689366
Abstract

A photocatalytic strategy for the synthesis of γ-ketoesters was reported. Using DMSO as both the solvent and terminal oxidant, oxidative coupling of vinylarenes with bromocarboxylates proceeded readily, giving a variety of γ-ketoesters in good isolated yields and with a broad functional-group tolerance.

摘要

报道了一种光催化合成γ-酮酯的策略。以二甲基亚砜作为溶剂和末端氧化剂，乙烯基芳烃与溴代羧酸盐的氧化偶联反应顺利进行，以良好的分离产率得到了多种γ-酮酯，且具有广泛的官能团耐受性。

相似文献

1
Visible-Light-Mediated Oxidative Coupling of Vinylarenes with Bromocarboxylates Leading to γ-Ketoesters.可见光介导的乙烯基芳烃与溴代羧酸盐的氧化偶联反应合成γ-酮酯
J Org Chem. 2019 Dec 6;84(23):15677-15684. doi: 10.1021/acs.joc.9b02310. Epub 2019 Nov 15.
2
Visible light-induced intermolecular radical addition: facile access to γ-ketoesters from alkyl-bromocarboxylates and enamines.可见光诱导的分子间自由基加成反应：从烷基溴代羧酸盐和烯胺轻松制备γ-酮酯。
Chem Commun (Camb). 2014 Nov 14;50(88):13547-50. doi: 10.1039/c4cc05590j.
3
Metal-Free Visible-Light-Mediated Oxidative Cross-Coupling of Thiols with P(O)H Compounds Using Air as the Oxidant.无金属可见光促进的硫醇与 P(O)H 化合物的氧化交叉偶联反应，氧化剂为空气。
Org Lett. 2016 Oct 7;18(19):5114-5117. doi: 10.1021/acs.orglett.6b02563. Epub 2016 Sep 13.
4
Visible-Light-Mediated Synthesis of Ketones by the Oxidative Alkylation of Styrenes.可见光促进的苯乙烯的氧化烷基化反应合成酮。
Org Lett. 2018 Mar 16;20(6):1546-1549. doi: 10.1021/acs.orglett.8b00272. Epub 2018 Feb 26.
5
Alkyl Esterification of Vinylarenes Enabled by Visible-Light-Induced Decarboxylation.可见光诱导脱羧实现的乙烯基芳烃的烷基酯化反应
Chemistry. 2017 Sep 4;23(49):11767-11770. doi: 10.1002/chem.201702385. Epub 2017 Aug 7.
6
Electrochemically Induced Intermolecular Cross-Dehydrogenative C-O Coupling of β-Diketones and β-Ketoesters with Carboxylic Acids.β-二酮和β-酮酯与羧酸的电化学诱导分子间交叉脱氢C-O偶联反应
J Org Chem. 2019 Feb 1;84(3):1448-1460. doi: 10.1021/acs.joc.8b02791. Epub 2019 Jan 23.
7
Cu-Catalysed synthesis of benzo[f]indole-2,4,9(3H)-triones by the reaction of 2-amino-1,4-napthoquinones with α-bromocarboxylates.铜催化的 2-氨基-1,4-萘醌与α-溴代羧酸酯反应合成苯并[f]吲哚-2,4,9(3H)-三酮。
Org Biomol Chem. 2020 Sep 14;18(34):6724-6731. doi: 10.1039/d0ob00291g. Epub 2020 Aug 24.
8
Visible-Light-Promoted Carbene Insertion and Decarbonylation for the Synthesis of α-Substituted γ-Ketoesters.可见光促进的卡宾插入和脱羰反应合成α-取代的γ-酮酯
J Org Chem. 2022 Oct 7;87(19):13352-13362. doi: 10.1021/acs.joc.2c01552. Epub 2022 Sep 21.
9
Controllable chemoselectivity in the coupling of bromoalkynes with alcohols under visible-light irradiation without additives: synthesis of propargyl alcohols and α-ketoesters.
Chem Commun (Camb). 2019 Jul 16;55(58):8438-8441. doi: 10.1039/c9cc04090k.
10
Rhodium-Catalyzed Asymmetric Conjugate Alkynylation of β,γ-Unsaturated α-Ketoesters.铑催化的β,γ-不饱和α-酮酯的不对称共轭炔基化反应。
Org Lett. 2017 May 5;19(9):2378-2381. doi: 10.1021/acs.orglett.7b00909. Epub 2017 Apr 27.

引用本文的文献

1
Photoredox radical/polar crossover enables carbo-heterofunctionalization of alkenes: facile access to 1,3-difunctionalized nitro compounds.光氧化还原自由基/极性交叉反应实现了烯烃的碳-杂官能化：便捷合成1,3-二官能化硝基化合物。
Chem Commun (Camb). 2025 Jan 21;61(8):1689-1692. doi: 10.1039/d4cc06005a.
2
α-Halocarbonyls as a Valuable Functionalized Tertiary Alkyl Source.α-卤代羰基化合物作为一种重要的官能化叔烷基来源。
ChemistryOpen. 2024 Oct;13(10):e202400108. doi: 10.1002/open.202400108. Epub 2024 Jul 11.
3
Recent Advances in the Use of Dimethyl Sulfoxide as a Synthon in Organic Chemistry.
二甲基亚砜在有机化学中作为合成子的最新进展。
Top Curr Chem (Cham). 2022 Oct 28;380(6):55. doi: 10.1007/s41061-022-00411-8.
4
CdS Nanocubes Adorned by Graphitic CN Nanoparticles for Hydrogenating Nitroaromatics: A Route of Visible-Light-Induced Heterogeneous Hollow Structural Photocatalysis.用于硝基芳烃加氢的石墨化碳氮纳米颗粒修饰的硫化镉纳米立方体：可见光诱导的多相空心结构光催化途径
Molecules. 2022 Aug 25;27(17):5438. doi: 10.3390/molecules27175438.
5
A two-phase bromination process using tetraalkylammonium hydroxide for the practical synthesis of α-bromolactones from lactones.一种使用氢氧化四烷基铵的两相溴化法，用于从内酯实际合成α-溴代内酯。
Beilstein J Org Chem. 2021 Dec 9;17:2906-2914. doi: 10.3762/bjoc.17.198. eCollection 2021.