• 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

在温和条件下通过铱催化的硅烷还原/脱水反应从羧酰胺高效合成醛胺。

Highly efficient synthesis of aldenamines from carboxamides by iridium-catalyzed silane-reduction/dehydration under mild conditions.

作者信息

Motoyama Yukihiro, Aoki Masaharu, Takaoka Naoki, Aoto Ryuta, Nagashima Hideo

机构信息

Institute for Materials Chemistry and Engineering, Kyushu University, Kasuga, Fukuoka 816-8580, Japan.

出版信息

Chem Commun (Camb). 2009 Mar 28(12):1574-6. doi: 10.1039/b821317h. Epub 2009 Feb 2.

DOI:10.1039/b821317h
PMID:19277394
Abstract

The combination of IrCl(CO)(PPh3)2 with 1,1,3,3-tetramethyldisiloxane or poly(methylhydrosiloxane) (PMHS) is found to be an efficient catalyst system for the preparation of aldenamines from carboxamides; in particular, facile removal of silicone and iridium residues from the product can be achieved by the use of PMHS.

摘要

已发现IrCl(CO)(PPh₃)₂与1,1,3,3 - 四甲基二硅氧烷或聚甲基氢硅氧烷（PMHS）的组合是用于由羧酰胺制备醛胺的高效催化剂体系；特别是，通过使用PMHS可以轻松地从产物中除去硅氧烷和铱残留物。

相似文献

1
Highly efficient synthesis of aldenamines from carboxamides by iridium-catalyzed silane-reduction/dehydration under mild conditions.在温和条件下通过铱催化的硅烷还原/脱水反应从羧酰胺高效合成醛胺。
Chem Commun (Camb). 2009 Mar 28(12):1574-6. doi: 10.1039/b821317h. Epub 2009 Feb 2.
2
Practical access to amines by platinum-catalyzed reduction of carboxamides with hydrosilanes: synergy of dual Si-H groups leads to high efficiency and selectivity.通过铂催化的硅氢烷还原酰胺实现胺的实际应用：双 Si-H 基团的协同作用导致高效率和选择性。
J Am Chem Soc. 2009 Oct 21;131(41):15032-40. doi: 10.1021/ja9055307.
3
The ruthenium-catalyzed reduction and reductive N-alkylation of secondary amides with hydrosilanes: practical synthesis of secondary and tertiary amines by judicious choice of hydrosilanes.钌催化仲酰胺与硅烷的还原及还原N-烷基化反应：通过合理选择硅烷实现仲胺和叔胺的实用合成
J Org Chem. 2007 Sep 28;72(20):7551-9. doi: 10.1021/jo070591c. Epub 2007 Aug 31.
4
Highly efficient iridium-catalyzed oxidation of organosilanes to silanols.铱催化有机硅烷高效氧化为硅醇
J Org Chem. 2004 Mar 5;69(5):1741-3. doi: 10.1021/jo035647r.
5
The photolysis of Chlorocarbonylbis(triphenylphosphine)iridium(I) in chloroform.氯羰基双（三苯基膦）铱（I）在氯仿中的光解作用。
Photochem Photobiol. 2008 Nov-Dec;84(6):1543-50. doi: 10.1111/j.1751-1097.2008.00382.x. Epub 2008 Jun 20.
6
The iridium-catalyzed decarbonylation of aldehydes under mild conditions.
Chem Commun (Camb). 2008 Dec 14(46):6215-7. doi: 10.1039/b813171f. Epub 2008 Oct 29.
7
New catalyst systems for iron-catalyzed hydrosilane reduction of carboxamides.新型铁催化硅烷还原酰胺的催化剂体系。
Chem Commun (Camb). 2011 Jun 21;47(23):6581-3. doi: 10.1039/c1cc10636h. Epub 2011 May 12.
8
Iridium-Catalyzed Reductive Strecker Reaction for Late-Stage Amide and Lactam Cyanation.铱催化的还原斯特雷克反应在酰胺和内酰胺的后期氰化阶段。
Angew Chem Int Ed Engl. 2017 Mar 20;56(13):3655-3659. doi: 10.1002/anie.201612367. Epub 2017 Feb 24.
9
Mild and selective Et2Zn-catalyzed reduction of tertiary amides under hydrosilylation conditions.温和且选择性的 Et2Zn 催化在硅氢化条件下的叔酰胺还原反应。
Org Lett. 2015 Feb 6;17(3):446-9. doi: 10.1021/ol503430t. Epub 2015 Jan 14.
10
Nickel-catalyzed carboxylation of organozinc reagents with CO2.镍催化有机锌试剂与二氧化碳的羧基化反应。
Org Lett. 2008 Jul 3;10(13):2681-3. doi: 10.1021/ol800764u. Epub 2008 Jun 4.

引用本文的文献

1
Iridium-Catalyzed Reductive Deoxygenation of Esters for the Synthesis of Sterically Hindered Ethers.铱催化酯的还原脱氧反应用于合成位阻醚
Angew Chem Int Ed Engl. 2025 Sep 26;64(40):e202508301. doi: 10.1002/anie.202508301. Epub 2025 Aug 26.
2
Total Synthesis of Isodaphlongamine H by Iridium-Catalyzed Reductive [3 + 2] Cycloaddition of N-Hydroxylactam.通过铱催化的N-羟基内酰胺还原[3 + 2]环加成反应全合成异达普隆胺H
Angew Chem Int Ed Engl. 2025 Jul;64(29):e202508062. doi: 10.1002/anie.202508062. Epub 2025 May 15.
3
Merging SOMO activation with transition metal catalysis: Deoxygenative functionalization of amides to β-aryl amines.将单氧单钼（SOMO）活化与过渡金属催化相结合：酰胺脱氧官能团化制备β-芳基胺。
Sci Adv. 2025 Jan 17;11(3):eadt4187. doi: 10.1126/sciadv.adt4187.
4
Synthesis of the 5/5-spiroindimicin alkaloids: development of a general synthetic approach and biological investigations.5/5-螺二吲哚生物碱的合成：通用合成方法的开发及生物学研究
Org Biomol Chem. 2024 Dec 11;22(48):9413-9425. doi: 10.1039/d4ob01552e.
5
Catalytic enantioselective reductive alkynylation of amides enables one-pot syntheses of pyrrolidine, piperidine and indolizidine alkaloids.酰胺的催化对映选择性还原炔基化反应可实现吡咯烷、哌啶和吲哚里西啶生物碱的一锅法合成。
Nat Commun. 2023 Oct 6;14(1):6251. doi: 10.1038/s41467-023-41846-x.
6
1,2-Redox Transpositions of Tertiary Amides.叔酰胺的1,2-氧化还原转位
J Am Chem Soc. 2023 Oct 11;145(40):21745-21751. doi: 10.1021/jacs.3c08466. Epub 2023 Sep 27.
7
Mild Divergent Semireductive Transformations of Secondary and Tertiary Amides via Zirconocene Hydride Catalysis.锆烷氢化物催化的仲、叔酰胺的温和发散半还原转化。
J Am Chem Soc. 2023 Mar 8;145(9):4921-4927. doi: 10.1021/jacs.2c11786. Epub 2023 Feb 21.
8
Total synthesis of the natural (-)-205B alkaloid and its activity toward α7 nAChRs.(-)-205B 天然生物碱的全合成及其对 α7 nAChRs 的活性。
Org Biomol Chem. 2023 Jan 25;21(4):817-822. doi: 10.1039/d2ob01723g.
9
Total Synthesis of the Tetracyclic Pyridinium Alkaloid epi-Tetradehydrohalicyclamine B.四环吡啶鎓生物碱 epi-十四氢卤代环丙胺 B 的全合成。
Angew Chem Int Ed Engl. 2022 Oct 10;61(41):e202209651. doi: 10.1002/anie.202209651. Epub 2022 Sep 2.
10
A General Iridium-Catalyzed Reductive Dienamine Synthesis Allows a Five-Step Synthesis of Catharanthine via the Elusive Dehydrosecodine.一种通用的铱催化还原二烯胺合成方法可通过难以获得的脱氢去甲可乐定实现文拉法辛的五步合成。
J Am Chem Soc. 2021 Jul 28;143(29):10828-10835. doi: 10.1021/jacs.1c04980. Epub 2021 Jul 13.