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
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
  • [21] Iron-Catalyzed C-C Bond Formation via Chelation-Assisted C-H Activation
    Yoshikai, Naohiko
    ISRAEL JOURNAL OF CHEMISTRY, 2017, 57 (12) : 1117 - 1130
  • [22] Iron-Catalyzed Reduction of CO2 into Methylene: Formation of C-N, C-O, and C-C Bonds
    Jin, Guanghua
    Werncke, C. Gunnar
    Escudie, Yannick
    Sabo-Etienne, Sylviane
    Bontemps, Sebastien
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2015, 137 (30) : 9563 - 9566
  • [23] Merging Photoinduced Iron-Catalyzed Decarboxylation with Copper Catalysis for C-N and C-C Couplings
    Xiong, Ni
    Li, Yang
    Zeng, Rong
    ACS CATALYSIS, 2023, 13 (03) : 1678 - 1685
  • [24] Synthesis of Triarylamines via Sequential C-N Bond Formation
    Modha, Sachin G.
    Popescu, Mihai V.
    Greaney, Michael F.
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (22): : 11933 - 11938
  • [25] Iron-catalyzed cross-dehydrogenative C-N coupling of thiohydantoins with various amines
    Mudaliar, Sulochana S.
    Patel, Anuj P.
    Patel, Janki J.
    Chikhalia, Kishor H.
    TETRAHEDRON LETTERS, 2018, 59 (08) : 734 - 738
  • [26] Regioselective Gold-Catalyzed Oxidative C-N Bond Formation
    Marchetti, Louis
    Kantak, Abhishek
    Davis, Riley
    DeBoef, Brenton
    ORGANIC LETTERS, 2015, 17 (02) : 358 - 361
  • [27] Pd-Catalyzed C-N Bond Formation with Heteroaromatic Tosylates
    Mantel, Mette L. H.
    Lindhardt, Anders T.
    Lupp, Daniel
    Skrydstrup, Troels
    CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (18) : 5437 - 5442
  • [28] Allylic amination via decarboxylative C-N bond formation
    Mellegaard-Waetzig, SR
    Rayabarapu, DK
    Tunge, JA
    SYNLETT, 2005, (18) : 2759 - 2762
  • [29] Direct C-N Coupling of Imidazoles and Benzylic Compounds via Iron-Catalyzed Oxidative Activation of C-H Bonds
    Xia, Qinqin
    Chen, Wanzhi
    Qiu, Huayu
    JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (18): : 7577 - 7582
  • [30] CuCl-catalyzed formation of C-N bond with a soluble base
    Feng, Yi-Si
    Man, Qiu-Shi
    Pan, Pan
    Pan, Zong-Qin
    Xu, Hua-Jian
    TETRAHEDRON LETTERS, 2009, 50 (21) : 2585 - 2588