• 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

Synergistic Catalysis: Pd(II) Catalyzed Oxidation of 1,4-Dihydroquinones in the Pd(II) Catalyzed 1,4-Oxidation of Cyclic 1,3-Dienes.

作者信息

Zheng Bin, Schmidt Michael A, Eastgate Martin D

机构信息

Chemical Development, Bristol-Myers Squibb, 1 Squibb Drive, New Brunswick, New Jersey 08903, United States.

出版信息

J Org Chem. 2016 Apr 15;81(8):3112-8. doi: 10.1021/acs.joc.5b02769. Epub 2016 Mar 28.

DOI:10.1021/acs.joc.5b02769
PMID:26925844
Abstract

Palladium(II) carboxylate salts have been shown to catalyze the oxidation of various hydroquinones to benzoquinones in the presence of t-BuOOH. This new catalytic system has been integrated into the oxidative 1,4-functionalization of cyclic 1,3-dienes where the palladium plays a remarkable dual role, catalyzing both the diene oxidation itself and the regeneration of the active quinone oxidant, which is required for diene functionalization. These new conditions offer considerable increases in reaction rate over prior art and allow a significant decrease in the equivalents of the nucleophilic carboxylate required for full conversion.

摘要

相似文献

1
Synergistic Catalysis: Pd(II) Catalyzed Oxidation of 1,4-Dihydroquinones in the Pd(II) Catalyzed 1,4-Oxidation of Cyclic 1,3-Dienes.
J Org Chem. 2016 Apr 15;81(8):3112-8. doi: 10.1021/acs.joc.5b02769. Epub 2016 Mar 28.
2
Can Donor Ligands Make Pd(OAc) a Stronger Oxidant? Access to Elusive Palladium(II) Reduction Potentials and Effects of Ancillary Ligands via Palladium(II)/Hydroquinone Redox Equilibria.供体配体能否使 Pd(OAc)2 成为更强的氧化剂？通过 Pd(II)/对苯二酚氧化还原平衡来获得难以捉摸的钯（II）还原电势和辅助配体的影响。
J Am Chem Soc. 2020 Nov 18;142(46):19678-19688. doi: 10.1021/jacs.0c09464. Epub 2020 Nov 9.
3
Laccase-catalyzed domino reactions between hydroquinones and cyclic 1,3-dicarbonyls for the regioselective synthesis of substituted p-benzoquinones.漆酶催化的对苯二酚与环状 1,3-二羰基化合物的级联反应用于取代对苯醌的区域选择性合成。
J Org Chem. 2012 Jan 6;77(1):445-59. doi: 10.1021/jo202082v. Epub 2011 Dec 12.
4
Ligand dependence in the copper-catalyzed oxidation of hydroquinones.对苯二酚铜催化氧化中的配体依赖性
Arch Biochem Biophys. 2005 Mar 1;435(1):21-31. doi: 10.1016/j.abb.2004.11.025.
5
Synthesis of dihydrobenzofurans via palladium-catalyzed annulation of 1,3-dienes by o-iodoaryl acetates.钯催化邻碘苯乙酸酯与 1,3-二烯环化合成二氢苯并呋喃。
J Org Chem. 2010 Jun 18;75(12):4131-4. doi: 10.1021/jo100495t.
6
Copper-Catalyzed Aerobic Oxidations of Organic Molecules: Pathways for Two-Electron Oxidation with a Four-Electron Oxidant and a One-Electron Redox-Active Catalyst.铜催化的有机分子有氧氧化反应：双电子氧化剂和单电子氧化还原活性催化剂的四电子氧化途径。
Acc Chem Res. 2015 Jun 16;48(6):1756-66. doi: 10.1021/acs.accounts.5b00060. Epub 2015 May 28.
7
Synthesis of naturally occurring pyridine alkaloids via palladium-catalyzed coupling/migration chemistry.通过钯催化的偶联/迁移化学合成天然存在的吡啶生物碱。
J Org Chem. 2003 Apr 18;68(8):3090-8. doi: 10.1021/jo026716p.
8
Direct functionalization of M-C (M = Pt(II), Pd(II)) bonds using environmentally benign oxidants, O2 and H2O2.使用环境友好型氧化剂 O2 和 H2O2 直接官能化 M-C（M = Pt(II), Pd(II)）键。
Acc Chem Res. 2012 Jun 19;45(6):803-13. doi: 10.1021/ar200191k. Epub 2011 Nov 16.
9
Facile synthesis of 11-carboxamido-androst-4,9(11)-dienes via palladium-catalyzed aminocarbonylation.通过钯催化的氨羰基化反应简便合成11-羧酰胺基-雄甾-4,9(11)-二烯
Steroids. 2007 Jul;72(8):627-32. doi: 10.1016/j.steroids.2007.04.004. Epub 2007 May 7.
10
Highly efficient bioinspired molecular Ru water oxidation catalysts with negatively charged backbone ligands.带负电荷骨架配体的高效仿生分子 Ru 水氧化催化剂。
Acc Chem Res. 2015 Jul 21;48(7):2084-96. doi: 10.1021/acs.accounts.5b00149. Epub 2015 Jul 1.

引用本文的文献

1
Benzoquinone Cocatalyst Contributions to DAF/Pd(OAc)-Catalyzed Aerobic Allylic Acetoxylation in the Absence and Presence of a Co(salophen) Cocatalyst.在不存在和存在Co(salophen)助催化剂的情况下，苯醌助催化剂对DAF/Pd(OAc)催化的有氧烯丙基乙酰氧基化反应的贡献。
ACS Catal. 2021 Jun 4;11:6363-6370. doi: 10.1021/acscatal.1c01074. Epub 2021 May 13.
2
Sustainable Pd(OAc) /Hydroquinone Cocatalyst System for Cis-Selective Dibenzoyloxylation of 1,3-Cyclohexadiene.可持续的 Pd(OAc)/对苯二酚共催化剂体系用于顺式选择性二苯甲酰化 1,3-环己二烯。
Angew Chem Int Ed Engl. 2021 Oct 18;60(43):23182-23186. doi: 10.1002/anie.202108499. Epub 2021 Sep 17.
3
Can Donor Ligands Make Pd(OAc) a Stronger Oxidant? Access to Elusive Palladium(II) Reduction Potentials and Effects of Ancillary Ligands via Palladium(II)/Hydroquinone Redox Equilibria.
供体配体能否使 Pd(OAc)2 成为更强的氧化剂？通过 Pd(II)/对苯二酚氧化还原平衡来获得难以捉摸的钯（II）还原电势和辅助配体的影响。
J Am Chem Soc. 2020 Nov 18;142(46):19678-19688. doi: 10.1021/jacs.0c09464. Epub 2020 Nov 9.