Iron-Catalyzed C-N Bond Formation via the Beckmann Rearrangement

被引：26
|
作者：
Jefferies, Latisha R. [1 ]
Weber, Savannah R. [1 ]
Cook, Silas P. [1 ]
机构：
[1] Indiana Univ, Dept Chem, Bloomington, IN 47405 USA
来源：
SYNLETT | 2015年 / 26卷 / 03期
基金：
美国国家科学基金会;
关键词：
iron; amides; Beckmann rearrangement; oximes; lewis acid; ASYMMETRIC TOTAL-SYNTHESIS; KETOXIMES; ALCOHOLS;
D O I：
10.1055/s-0034-1379540
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A simple, iron-based catalytic system allows for facile Beckmann rearrangement of various oximes' The mild conditions avoid the Use of harsh or expensive acids, and the reactions do not require an inert atmosphere. Additionally, a range of amides can be accessed through this transformation.
引用
收藏
页码：331 / 334
页数：4
相关论文
共 50 条
  • [1] Iron-Catalyzed C-C Bond Cleavage and C-N Bond Formation
    Li, Wenjuan
    Zheng, Xiaojian
    Li, Zhiping
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (01) : 181 - 190
  • [2] Iron-Catalyzed Diastereoselective Synthesis of Disubstituted Morpholines via C-O or C-N Bond Formation
    Aubineau, Thomas
    Dupas, Alexandre
    Zeng, Tian
    Cossy, Janine
    SYNLETT, 2021, 32 (05) : 525 - 531
  • [3] Iron-Catalyzed/Mediated C-N Bond Formation: Competition between Substrate Amination and Ligand Amination
    Sinha, Suman
    Sikari, Rina
    Sinha, Vivek
    Jash, Upasona
    Das, Siuli
    Brandao, Paula
    Demeshko, Serhiy
    Meyer, Franc
    de Bruin, Bas
    Paul, Nanda D.
    INORGANIC CHEMISTRY, 2019, 58 (03) : 1935 - 1948
  • [4] One-pot, three-component, iron-catalyzed synthesis of benzimidazoles via domino C-N bond formation
    Aboonajmi, Jasem
    Mohammadi, Masoumeh
    Panahi, Farhad
    Aberi, Mahdi
    Sharghi, Hashem
    RSC ADVANCES, 2023, 13 (35) : 24789 - 24794
  • [5] Iron-catalyzed cascade reaction of C(sp3)-Se bond cross-coupling/C-N bond formation
    Zhou, Xinyan
    Hao, Jin
    Kong, Yilin
    Xu, Runsheng
    CHEMICAL COMMUNICATIONS, 2021, 57 (44) : 5426 - 5429
  • [6] Iron-catalyzed C-N cross-couplings
    不详
    CHEMICAL & ENGINEERING NEWS, 2007, 85 (49) : 52 - 52
  • [7] Tetrahedron report 1134 Iron catalyzed C-N bond formation
    Ghorai, Sujit K.
    Gopalsamuthiram, Vijaya G.
    Jawalekar, Anup M.
    Patre, Rupesh E.
    Pal, Sitaram
    TETRAHEDRON, 2017, 73 (14) : 1769 - 1794
  • [8] AEI 50-Synergy between experiment and theory: Iron-catalyzed dihydrogen production and copper-catalyzed C-N bond formation
    Tye, Jesse W.
    Darensbourg, Marcetta Y.
    Hall, Michael B.
    Hartwig, John F.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2008, 236
  • [9] Transition metal catalyzed C-N bond formation
    Hull, Kami
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
  • [10] Electrochemical Reductive Smiles Rearrangement for C-N Bond Formation
    Chang, Xihao
    Zhang, Qinglin
    Guo, Chang
    ORGANIC LETTERS, 2019, 21 (01) : 10 - 13
12345