• 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

光诱导电子转移促进 α-(ω-羧烷基)β-酮酯的自由基环扩张和环化反应。

Photoinduced electron transfer promoted radical ring expansion and cyclization reactions of α-(ω-carboxyalkyl) β-keto esters.

机构信息

Department of Applied Chemistry and Biotechnology, Graduate School of Engineering, University of Fukui, 3-9-1 Bunkyo, Fukui 910-8507, Japan.

出版信息

Org Lett. 2013 Feb 1;15(3):636-8. doi: 10.1021/ol303460u. Epub 2013 Jan 23.

DOI:10.1021/ol303460u
PMID:23343206
Abstract

Photoinduced electron transfer (PET) promoted decarboxylation of α-(ω-carboxyalkyl) β-keto esters undergoes radical ring expansion and cyclization reactions. This mild and environmentally friendly method can provide one-carbon expanded γ-keto esters and bicyclic alcohols, and the product distribution is strongly dependent on the length of the alkyl chain containing the terminal carboxylate group.

摘要

光诱导电子转移(PET)促进的α-(ω-羧烷基)β-酮酯的脱羧反应经历自由基环扩张和环化反应。这种温和且环保的方法可以提供一碳扩展的γ-酮酯和双环醇,产物分布强烈依赖于含末端羧酸盐基团的烷基链的长度。

相似文献

1
Photoinduced electron transfer promoted radical ring expansion and cyclization reactions of α-(ω-carboxyalkyl) β-keto esters.光诱导电子转移促进 α-(ω-羧烷基)β-酮酯的自由基环扩张和环化反应。
Org Lett. 2013 Feb 1;15(3):636-8. doi: 10.1021/ol303460u. Epub 2013 Jan 23.
2
Zinc- and indium-mediated ring-expansion reaction of alpha-halomethyl cyclic beta-keto esters in aqueous alcohol.锌和铟介导的α-卤甲基环β-酮酯在醇水溶液中的扩环反应
J Org Chem. 2003 Oct 3;68(20):7629-33. doi: 10.1021/jo030092l.
3
Et2AlCl-promoted asymmetric phenylseleno group transfer radical cyclization reactions of unsaturated beta-hydroxy esters.二乙基氯化铝促进的不饱和β-羟基酯的不对称苯基硒基转移自由基环化反应
J Org Chem. 2004 Dec 10;69(25):8821-8. doi: 10.1021/jo048322z.
4
Copper(I)-catalyzed chlorine atom transfer radical cyclization reactions of unsaturated alpha-chloro beta-keto esters.铜(I)催化的不饱和α-氯代β-酮酯的氯原子转移自由基环化反应
Org Lett. 2006 Dec 7;8(25):5757-60. doi: 10.1021/ol0623264.
5
Zinc-mediated ring-expansion and chain-extension reactions of beta-keto esters.锌介导的β-酮酯的扩环和扩链反应。
J Org Chem. 2005 Sep 30;70(20):8245-7. doi: 10.1021/jo0512498.
6
Synthesis of gamma-butyrolactams by photoinduced PhSe group transfer radical cyclization and formal synthesis of (+/-)-isocynometrine with diphenyldiselenide as promoter.通过光诱导 PhSe 基团转移自由基环化合成 γ-丁内酰胺和二苯二硒醚作为促进剂的(±)-异可宁的形式合成。
J Org Chem. 2009 Nov 20;74(22):8610-5. doi: 10.1021/jo9017099.
7
alpha,beta-Unsaturated and cyclopropyl acyl radicals, and their ketene alkyl radical equivalents. Ring synthesis and tandem cyclisation reactions.α,β-不饱和及环丙基酰基自由基及其烯酮烷基自由基类似物。环合成及串联环化反应。
Org Biomol Chem. 2005 Jan 21;3(2):316-27. doi: 10.1039/b413815p. Epub 2004 Dec 16.
8
Sequential Intermolecular Radical Addition and Reductive Radical Cyclization of Tyrosine and Phenylalanine Derivatives with Alkenes via Photoinduced Decarboxylation: Access to Ring-Constrained γ-Amino Acids.通过光诱导脱羧反应,酪氨酸和苯丙氨酸衍生物与烯烃的连续分子间自由基加成和还原自由基环化:得到环约束 γ-氨基酸。
J Org Chem. 2019 Aug 2;84(15):9480-9488. doi: 10.1021/acs.joc.9b00970. Epub 2019 Jun 27.
9
Lanthanide triflate-promoted palladium-catalyzed cyclization of alkenyl beta-keto esters and amides.镧系三氟甲磺酸盐促进的钯催化烯基β-酮酯和酰胺的环化反应。
Org Lett. 2003 Aug 7;5(16):2869-71. doi: 10.1021/ol0349110.
10
Formation of functionalized carbocycles via base-promoted ring opening/Brook rearrangement/allylic alkylation of gamma-silyl-beta,gamma-epoxybutanenitrile followed by nitrile anion cyclization with bis-electrophiles.通过碱促进的γ-硅基-β,γ-环氧丁腈的开环/布鲁克重排/烯丙基烷基化,随后腈阴离子与双亲电试剂进行环化反应,形成官能化碳环。
Org Lett. 2004 Nov 11;6(23):4367-9. doi: 10.1021/ol048100n.

引用本文的文献

1
Organic dye-catalyzed radical ring expansion reaction.有机染料催化的自由基环扩展反应。
RSC Adv. 2018 Apr 27;8(28):15825-15830. doi: 10.1039/c8ra02383b. eCollection 2018 Apr 23.
2
Visible-light-driven palladium-catalyzed Dowd-Beckwith ring expansion/C-C bond formation cascade.可见光驱动的钯催化Dowd-Beckwith环扩展/C-C键形成串联反应。
Chem Sci. 2020 Dec 9;12(5):1791-1795. doi: 10.1039/d0sc04399k.
3
Generation of Alkyl Radicals: From the Tyranny of Tin to the Photon Democracy.烷基自由基的产生:从锡的主导地位到光子的民主
Chem Rev. 2020 Sep 9;120(17):9790-9833. doi: 10.1021/acs.chemrev.0c00278. Epub 2020 Aug 6.
4
Decarboxylative allylation of amino alkanoic acids and esters via dual catalysis.通过双催化实现氨基链烷酸和酯的脱羧烯丙基化反应。
J Am Chem Soc. 2014 Oct 1;136(39):13606-9. doi: 10.1021/ja508317j. Epub 2014 Sep 22.