• 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

钴催化的酰胺酯化反应

Cobalt-Catalyzed Esterification of Amides.

作者信息

Bourne-Branchu Yann, Gosmini Corinne, Danoun Grégory

机构信息

LCM, CNRS, Ecole Polytechnique, Université Paris-Saclay, 91128, Palaiseau Cedex, France.

出版信息

Chemistry. 2017 Jul 26;23(42):10043-10047. doi: 10.1002/chem.201702608. Epub 2017 Jul 5.

DOI:10.1002/chem.201702608
PMID:28594064
Abstract

The first cobalt-catalyzed amide activation of N-Boc-amides, and their conversion into esters, is reported here. This new methodology presents a very practical process that does not require an inert atmosphere, uses an inexpensive cobalt catalyst, and proceeds under mild reaction conditions. This catalytic system has a broad substrate scope and has been shown to be highly efficient, with catalyst loadings as low as 1 mol %.

摘要

本文报道了首例钴催化的N-叔丁氧羰基酰胺的酰胺活化反应及其向酯的转化。这种新方法提供了一个非常实用的过程,该过程不需要惰性气氛,使用廉价的钴催化剂,并且在温和的反应条件下进行。该催化体系具有广泛的底物范围,并且已被证明具有高效性,催化剂负载量低至1 mol%。

相似文献

1
Cobalt-Catalyzed Esterification of Amides.钴催化的酰胺酯化反应
Chemistry. 2017 Jul 26;23(42):10043-10047. doi: 10.1002/chem.201702608. Epub 2017 Jul 5.
2
Cesium Carbonate Catalyzed Esterification of -Benzyl--Boc-amides under Ambient Conditions.碳酸铯催化下室温条件下 -Boc-苯甲酰胺的酯化反应。
Org Lett. 2019 Sep 6;21(17):6888-6892. doi: 10.1021/acs.orglett.9b02513. Epub 2019 Aug 13.
3
Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides.镍催化酰胺酯化反应的动力学建模
ACS Catal. 2017 Jul 7;7(7):4381-4385. doi: 10.1021/acscatal.7b01444. Epub 2017 May 22.
4
Nickel-Catalyzed Diaryl Ketone Synthesis by N-C Cleavage: Direct Negishi Cross-Coupling of Primary Amides by Site-Selective N,N-Di-Boc Activation.镍催化的 N-C 键断裂二芳基酮合成:通过 N,N-双 Boc 选择性活化的邻位导向 Negishi 交叉偶联反应合成伯酰胺。
Org Lett. 2016 Nov 18;18(22):5872-5875. doi: 10.1021/acs.orglett.6b02952. Epub 2016 Nov 8.
5
Palladium-catalyzed Suzuki-Miyaura coupling of amides by carbon-nitrogen cleavage: general strategy for amide N-C bond activation.钯催化酰胺通过碳氮裂解的铃木-宫浦偶联反应:酰胺N-C键活化的通用策略
Org Biomol Chem. 2016 Jun 15;14(24):5690-707. doi: 10.1039/c6ob00084c.
6
Cobalt catalysis involving π components in organic synthesis.钴催化在有机合成中涉及π 成分。
Acc Chem Res. 2015 Apr 21;48(4):1194-206. doi: 10.1021/ar500463r. Epub 2015 Apr 9.
7
Discovery and mechanistic studies of a general air-promoted metal-catalyzed aerobic N-alkylation reaction of amides and amines with alcohols.酰胺和胺与醇的通用空气促进的金属催化有氧 N-烷基化反应的发现和机理研究。
J Org Chem. 2011 Jul 15;76(14):5759-73. doi: 10.1021/jo200862p. Epub 2011 Jun 21.
8
Cobalt-Catalyzed Tandem C-H Activation/C-C Cleavage/C-H Cyclization of Aromatic Amides with Alkylidenecyclopropanes.钴催化的芳族酰胺与亚烷基环丙烷的串联C-H活化/C-C裂解/C-H环化反应
Angew Chem Int Ed Engl. 2018 May 28;57(22):6512-6516. doi: 10.1002/anie.201801706. Epub 2018 Apr 14.
9
Cobalt Bromide-Catalyzed Negishi-Type Cross-Coupling of Amides.钴(II)溴化物催化酰胺的 Negishi 型交叉偶联反应。
Org Lett. 2022 Apr 15;24(14):2778-2782. doi: 10.1021/acs.orglett.2c00940. Epub 2022 Apr 5.
10
Fluoride-Catalyzed Esterification of Amides.氟化物催化的酰胺酯化反应。
Chemistry. 2018 Mar 7;24(14):3444-3447. doi: 10.1002/chem.201800336. Epub 2018 Feb 14.

引用本文的文献

1
Mechanistic insights on C(acyl)-N functionalisation mediated by late transition metals.关于后过渡金属介导的C(酰基)-N官能化的机理见解。
Dalton Trans. 2024 Dec 3;53(47):18803-18818. doi: 10.1039/d4dt01829j.
2
Direct esterification of amides by the dimethylsulfate-mediated activation of amide C-N bonds.通过硫酸二甲酯介导的酰胺C-N键活化实现酰胺的直接酯化反应。
Commun Chem. 2024 Apr 27;7(1):93. doi: 10.1038/s42004-024-01180-9.
3
Amide N-C Bond Activation: A Graphical Overview of Acyl and Decarbonylative Coupling.酰胺N-C键活化:酰基和脱羰偶联的图形概述
SynOpen. 2023 Feb;7(1):88-101. doi: 10.1055/a-2035-6733. Epub 2023 Mar 6.
4
Trimethylsilyl Chloride Aids in Solubilization of Oxidative Addition Intermediates from Zinc Metal.三甲基氯硅烷有助于溶解锌金属的氧化加成中间体。
Angew Chem Int Ed Engl. 2023 Oct 23;62(43):e202307787. doi: 10.1002/anie.202307787. Epub 2023 Sep 15.
5
Mechanochemical Defluorinative Arylation of Trifluoroacetamides: An Entry to Aromatic Amides.机械化学脱氟芳基化三氟乙酰胺:芳香酰胺的一种合成方法。
J Org Chem. 2023 Jan 20;88(2):863-870. doi: 10.1021/acs.joc.2c02197. Epub 2023 Jan 9.
6
Fe-catalyzed esterification of amides C-N bond activation.铁催化酰胺的酯化反应:C-N键活化
RSC Adv. 2018 Jan 25;8(9):4571-4576. doi: 10.1039/c7ra12152k. eCollection 2018 Jan 24.
7
Synthesis of -Heteroarenemethyl Esters via C-C Bond Cleavage of Acyl Cyanides Under Transition Metal-Free Conditions.在无过渡金属条件下通过酰基氰的C-C键裂解合成α-杂芳烃甲酯
Front Chem. 2022 Jan 27;9:822625. doi: 10.3389/fchem.2021.822625. eCollection 2021.
8
Efficient cleavage of tertiary amide bonds radical-polar crossover using a copper(ii) bromide/Selectfluor hybrid system.使用溴化铜(II)/Selectfluor混合体系通过自由基-极性交叉高效裂解叔酰胺键
Chem Sci. 2020 Oct 14;11(45):12323-12328. doi: 10.1039/d0sc05137c.
9
Esterification of Tertiary Amides: Remarkable Additive Effects of Potassium Alkoxides for Generating Hetero Manganese-Potassium Dinuclear Active Species.叔酰胺的酯化反应:钾醇盐的显著加成效应,用于生成杂锰-钾双核活性物种。
Chemistry. 2020 Aug 21;26(47):10735-10742. doi: 10.1002/chem.202001447. Epub 2020 Jul 21.
10
Decarbonylative Borylation of Amides by Palladium Catalysis.钯催化酰胺的脱羰基硼化反应
ACS Omega. 2019 Mar 5;4(3):4901-4907. doi: 10.1021/acsomega.9b00081. eCollection 2019 Mar 31.