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
  • [41] Complex N-Heterocycle Synthesis via Iron-Catalyzed, Direct C-H Bond Amination
    Hennessy, Elisabeth T.
    Betley, Theodore A.
    SCIENCE, 2013, 340 (6132) : 591 - 595
  • [42] Synthesis of Functionalized Indolines and Dihydrobenzofurans by Iron and Copper Catalyzed Aryl C-N and C-O Bond Formation
    Henry, Martyn C.
    Senn, Hans Martin
    Sutherland, Andrew
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (01): : 346 - 364
  • [43] Iron-Catalyzed Asymmetric Hydrosilylation of Vinylcyclopropanes via Stereospecific C-C Bond Cleavage
    Chen, Chenhui
    Wang, Hongliang
    Sun, Yufeng
    Cui, Jiayan
    Xie, Jianbo
    Shi, Yang
    Yu, Shijia
    Hong, Xin
    Lu, Zhan
    ISCIENCE, 2020, 23 (04)
  • [44] Electrocatalytic C-N bond formation
    Groves, Alexandra
    NATURE SYNTHESIS, 2024, 3 (07): : 797 - 798
  • [45] Synthesis of Fused Dibenzofuran Derivatives via Palladium-Catalyzed Domino C-C Bond Formation and Iron-Catalyzed Cycloisomerization/Aromatization
    Paul, Kartick
    Jalal, Swapnadeep
    Kundal, Sandip
    Jana, Umasish
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (03): : 1164 - 1174
  • [46] Iron-Catalyzed Thiolation and Selenylation of Cycloalkyl Hydroperoxides via C-C Bond Cleavage
    Sun, Qing-Xin
    Chen, He
    Liu, Shuai
    Wang, Xiao-Qiang
    Duan, Xin-Hua
    Guo, Li-Na
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (17): : 11987 - 11997
  • [47] Iron-catalyzed trifluoromethylation with concomitant C-C bond formation via 1,2-migration of an aryl group
    Egami, Hiromichi
    Shimizu, Ryo
    Usui, Yoshihiko
    Sodeoka, Mikiko
    CHEMICAL COMMUNICATIONS, 2013, 49 (66) : 7346 - 7348
  • [48] C(sp3)-heteroatom bond formation by iron-catalyzed soft couplings
    Semenya, Julius
    Yang, Yuanjie
    Lee, Hye Joon
    Giannantonio, Kimberly A.
    Manduva, Rikhil
    Picazo, Elias
    COMMUNICATIONS CHEMISTRY, 2025, 8 (01):
  • [49] Iron-Catalyzed Arylation of Heterocycles via Directed C-H Bond Activation
    Sirois, John J.
    Davis, Riley
    DeBoef, Brenton
    ORGANIC LETTERS, 2014, 16 (03) : 868 - 871
  • [50] Iron-catalyzed arylation of heterocycles via directed C-H bond activation
    Sirois, John J.
    DeBoef, Brenton
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 248
12345