• 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

通过亲电环化合成多环芳烃和杂芳烃。

Synthesis of polycyclic aromatics and heteroaromatics via electrophilic cyclization.

作者信息

Yao Tuanli, Campo Marino A, Larock Richard C

机构信息

Department of Chemistry, Iowa State University, Ames, Iowa 50011, USA.

出版信息

J Org Chem. 2005 Apr 29;70(9):3511-7. doi: 10.1021/jo050104y.

DOI:10.1021/jo050104y
PMID:15844984
Abstract

[reaction: see text] A variety of substituted polycyclic aromatics are readily prepared in good to excellent yields under very mild reaction conditions by the reaction of 2-(1-alkynyl)biphenyls with ICl, I(2), NBS, and p-O(2)NC(6)H(4)SCl. This methodology readily accommodates various functional groups and has been successfully extended to systems containing a variety of polycyclic and heterocyclic rings.

摘要

[反应:见正文] 在非常温和的反应条件下,通过2-(1-炔基)联苯与ICl、I₂、NBS和对硝基苯磺酰氯反应,可以很容易地制备出各种取代的多环芳烃,产率良好至优异。该方法很容易容纳各种官能团,并且已成功扩展到包含各种多环和杂环的体系。

相似文献

1
Synthesis of polycyclic aromatics and heteroaromatics via electrophilic cyclization.通过亲电环化合成多环芳烃和杂芳烃。
J Org Chem. 2005 Apr 29;70(9):3511-7. doi: 10.1021/jo050104y.
2
Synthesis of fused polycycles by 1,4-palladium migration chemistry.通过1,4-钯迁移化学合成稠合多环化合物。
J Org Chem. 2004 Nov 26;69(24):8251-7. doi: 10.1021/jo048788h.
3
Synthesis of isocoumarins and alpha-pyrones via electrophilic cyclization.通过亲电环化合成异香豆素和α-吡喃酮。
J Org Chem. 2003 Jul 25;68(15):5936-42. doi: 10.1021/jo034308v.
4
Pd-catalyzed alkyl to aryl migration and cyclization: an efficient synthesis of fused polycycles via multiple C-H activation.钯催化的烷基到芳基迁移和环化:通过多次碳氢键活化高效合成稠合多环化合物
J Am Chem Soc. 2004 Jun 23;126(24):7460-1. doi: 10.1021/ja047980y.
5
Regio- and stereoselective synthesis of isoindolin-1-ones via electrophilic cyclization.通过亲电环化反应实现异吲哚啉-1-酮的区域和立体选择性合成。
J Org Chem. 2005 Feb 18;70(4):1432-7. doi: 10.1021/jo048007c.
6
Efficient synthesis of (+/-)-erysotramidine using an NBS-promoted cyclization reaction of a hexahydroindolinone derivative.使用N-溴代丁二酰亚胺促进的六氢吲哚酮衍生物的环化反应高效合成(±)-刺桐曲胺
Org Lett. 2003 Dec 25;5(26):5067-70. doi: 10.1021/ol036106r.
7
Cyclocarbopalladation: sequential cyclization and C-h activation/Stille cross-coupling in the Pd-5-exo-dig reaction.环碳钯化反应:钯催化的5-外向-双环化反应中的连续环化及C-H活化/施蒂勒交叉偶联反应
Org Lett. 2005 Feb 17;7(4):653-6. doi: 10.1021/ol047537s.
8
Palladium(0)-catalyzed cyclization of 1,6-diyn-3-yl carbonates with a nucleophilic functionality: efficient synthesis of polycyclic benzo[b]fluorene derivatives via allene intermediates.钯(0)催化 1,6-二炔-3-基碳酸酯与亲核官能团的环化反应:通过丙二烯中间体高效合成多环苯并[b]芴衍生物。
Org Biomol Chem. 2012 May 14;10(18):3696-704. doi: 10.1039/c2ob07148g. Epub 2012 Apr 3.
9
Synthesis of 3-iodoindoles by electrophilic cyclization of N,N-dialkyl-2-(1-alkynyl)anilines.通过N,N-二烷基-2-(1-炔基)苯胺的亲电环化合成3-碘吲哚。
Org Lett. 2004 Mar 18;6(6):1037-40. doi: 10.1021/ol0498996.
10
Iron-catalyzed homo-coupling of simple and functionalized arylmagnesium reagents.铁催化的简单芳基镁试剂和官能化芳基镁试剂的均偶联反应。
Org Lett. 2005 May 12;7(10):1943-6. doi: 10.1021/ol050340v.

引用本文的文献

1
A Highly Luminescent Nitrogen-Doped Nanographene as an Acid- and Metal-Sensitive Fluorophore for Optical Imaging.一种高发光氮掺杂纳米石墨烯作为酸和金属敏感荧光团用于光学成像。
J Am Chem Soc. 2021 Jul 14;143(27):10403-10412. doi: 10.1021/jacs.1c04880. Epub 2021 Jul 5.
2
Synthesis, crystal structures and properties of carbazole-based [6]helicenes fused with an azine ring.与嗪环稠合的咔唑基[6]螺旋烯的合成、晶体结构及性质
Beilstein J Org Chem. 2021 Jan 4;17:11-21. doi: 10.3762/bjoc.17.2. eCollection 2021.
3
Nanographene and Graphene Nanoribbon Synthesis via Alkyne Benzannulations.
通过炔烃苯环化反应合成纳米石墨烯和石墨烯纳米带。
Molecules. 2018 Dec 30;24(1):118. doi: 10.3390/molecules24010118.
4
Modular, Metal-Catalyzed Cycloisomerization Approach to Angularly Fused Polycyclic Aromatic Hydrocarbons and Their Oxidized Derivatives.用于角稠合多环芳烃及其氧化衍生物的模块化金属催化环异构化方法。
J Org Chem. 2015 Aug 7;80(15):7435-46. doi: 10.1021/acs.joc.5b00931. Epub 2015 Jul 21.
5
Iodine/palladium approaches to the synthesis of polyheterocyclic compounds.碘/钯方法在多杂环化合物合成中的应用。
J Org Chem. 2010 Mar 5;75(5):1652-8. doi: 10.1021/jo902639f.
6
A simple and mild synthesis of 1H-isochromenes and (Z)-1-alkylidene-1,3-dihydroisobenzofurans by the iodocyclization of 2-(1-alkynyl)benzylic alcohols.2-(1-炔基)苄基醇的碘环化反应合成 1H-异色烯和(Z)-1-亚烷基-1,3-二氢异苯并呋喃
J Org Chem. 2010 Feb 5;75(3):897-901. doi: 10.1021/jo902333y.
7
Synthesis of 3-sulfenyl- and 3-selenylindoles by the Pd/Cu-catalyzed coupling of N,N-dialkyl-2-iodoanilines and terminal alkynes, followed by n-Bu(4)NI-induced electrophilic cyclization.通过钯/铜催化的N,N-二烷基-2-碘苯胺与末端炔烃的偶联反应,随后进行正丁基碘化铵诱导的亲电环化反应合成3-亚磺酰基吲哚和3-亚硒基吲哚。
J Org Chem. 2009 Sep 4;74(17):6802-11. doi: 10.1021/jo9014003.
8
Competition studies in alkyne electrophilic cyclization reactions.炔烃亲电环化反应中的竞争研究。
J Org Chem. 2009 Feb 6;74(3):1141-7. doi: 10.1021/jo802196r.
9
Efficient synthesis of fluoren-9-ones by the palladium-catalyzed annulation of arynes by 2-haloarenecarboxaldehydes.通过钯催化2-卤代芳醛与芳炔的环化反应高效合成芴-9-酮。
J Org Chem. 2008 Sep 5;73(17):6679-85. doi: 10.1021/jo8009215. Epub 2008 Aug 7.
10
Synthesis of 3,4-disubstituted 2H-benzopyrans through C-C bond formation via electrophilic cyclization.通过亲电环化形成C-C键合成3,4-二取代的2H-苯并吡喃
J Org Chem. 2007 Feb 16;72(4):1347-53. doi: 10.1021/jo062234s.