• 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

钯催化芳基硼酸与内炔加成合成四取代烯烃

Synthesis of tetrasubstituted olefins by Pd-catalyzed addition of arylboronic acids to internal alkynes.

作者信息

Zhou Chengxiang, Larock Richard C

机构信息

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

出版信息

Org Lett. 2005 Jan 20;7(2):259-62. doi: 10.1021/ol047759q.

DOI:10.1021/ol047759q
PMID:15646972
Abstract

[Reaction: see text] Tetrasubstituted olefins are readily prepared by the Pd-catalyzed cis addition of two aryl groups from an arylboronic acid to opposite ends of the triple bond of internal alkynes. The synthesis proceeds under very mild reaction conditions and tolerates a wide variety of functional groups, including alcohol, aldehyde, ester, TMS, and acetal groups.

摘要

[反应:见正文] 通过钯催化芳基硼酸中的两个芳基对内部炔烃三键的两端进行顺式加成,可轻松制备四取代烯烃。该合成反应在非常温和的反应条件下进行,并且能够耐受多种官能团,包括醇、醛、酯、TMS和缩醛基团。

相似文献

1
Synthesis of tetrasubstituted olefins by Pd-catalyzed addition of arylboronic acids to internal alkynes.钯催化芳基硼酸与内炔加成合成四取代烯烃
Org Lett. 2005 Jan 20;7(2):259-62. doi: 10.1021/ol047759q.
2
Tetrasubstituted olefin synthesis via Pd-catalyzed addition of arylboronic acids to internal alkynes using O2 as an oxidant.通过钯催化芳基硼酸与内炔烃加成反应并以氧气作为氧化剂合成四取代烯烃
J Org Chem. 2006 Apr 14;71(8):3184-91. doi: 10.1021/jo060104d.
3
Regio- and stereoselective route to tetrasubstituted olefins by the palladium-catalyzed three-component coupling of aryl iodides, internal alkynes, and arylboronic acids.通过钯催化的芳基碘化物、内炔和芳基硼酸的三组分偶联反应实现区域和立体选择性合成四取代烯烃的路线。
J Org Chem. 2005 May 13;70(10):3765-77. doi: 10.1021/jo048265+.
4
An efficient, regio- and stereoselective palladium-catalyzed route to tetrasubstituted olefins.一条高效、区域和立体选择性的钯催化合成四取代烯烃的路线。
Org Lett. 2003 May 1;5(9):1579-82. doi: 10.1021/ol034435d.
5
Catalytic sequential reactions involving palladacycle-directed aryl coupling steps.涉及钯环导向芳基偶联步骤的催化连续反应。
Acc Chem Res. 2008 Nov 18;41(11):1512-22. doi: 10.1021/ar800040u.
6
Palladium-catalyzed hydroxycarbonylation of aryl and vinyl halides or triflates by acetic anhydride and formate anions.钯催化芳基和乙烯基卤化物或三氟甲磺酸酯与乙酸酐和甲酸根阴离子的羟基羰基化反应。
Org Lett. 2003 Nov 13;5(23):4269-72. doi: 10.1021/ol0354371.
7
Rhodium-catalyzed addition of alkynes to activated ketones and aldehydes.铑催化炔烃与活性酮和醛的加成反应。
Org Lett. 2006 Jan 5;8(1):67-9. doi: 10.1021/ol0525260.
8
Palladium-catalyzed carbonylative annulation of internal alkynes: synthesis of 3,4-disubstituted coumarins.钯催化内炔的羰基化环化反应:3,4-二取代香豆素的合成
J Org Chem. 2003 Nov 28;68(24):9423-32. doi: 10.1021/jo0350763.
9
Recent advances in efficient and selective synthesis of di-, tri-, and tetrasubstituted alkenes via Pd-catalyzed alkenylation-carbonyl olefination synergy.通过钯催化的烯基化-羰基烯化协同作用高效选择性合成二取代、三取代和四取代烯烃的最新进展。
Acc Chem Res. 2008 Nov 18;41(11):1474-85. doi: 10.1021/ar800038e.
10
Pd(II)-bipyridine catalyzed conjugate addition of arylboronic acid to alpha,beta-unsaturated carbonyl compounds.钯(II)-联吡啶催化芳基硼酸与α,β-不饱和羰基化合物的共轭加成反应。
J Org Chem. 2005 Nov 11;70(23):9651-3. doi: 10.1021/jo051561h.

引用本文的文献

1
Catalytic Carbochlorocarbonylation of Unsaturated Hydrocarbons via C-COCl Bond Cleavage*.通过C-COCl键裂解实现不饱和烃的催化碳氯羰基化*
Angew Chem Int Ed Engl. 2021 Oct 18;60(43):23435-23443. doi: 10.1002/anie.202108818. Epub 2021 Sep 17.
2
Palladium-catalyzed oxidative regio- and diastereoselective diarylating carbocyclization of dienynes.钯催化的二炔氧化区域和立体选择性二芳基化碳环化反应。
Chemistry. 2013 May 17;19(21):6571-5. doi: 10.1002/chem.201204555. Epub 2013 Apr 9.
3
Stereoselective synthesis of tetrasubstituted alkenes via a sequential carbocupration and a new sulfur-lithium exchange.
通过串联的碳铜化反应和新的硫锂交换反应来立体选择性合成四取代烯烃。
Beilstein J Org Chem. 2012;8:2202-6. doi: 10.3762/bjoc.8.248. Epub 2012 Dec 18.