EFFICIENT AZIRIDINATION OF α,β-UNSATURATED KETONES WITH O-(2,4-DINITROPHENYL)-HYDROXYLAMINE

被引:7
|
作者
Wang, Jin-jia [1 ]
Lao, Jin-hua [1 ]
Li, Xue-ming [1 ]
Lu, Rui-jiong [1 ]
Miao, Hui [1 ]
Yan, Ming [1 ]
机构
[1] Sun Yat Sen Univ, Sch Pharmaceut Sci, Inst Drug Synth & Pharmaceut Proc, Guangzhou 510006, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
Aziridination; O-(2,4-dinitrophenyl)-hydroxylamine; alpha; beta-unsaturated ketone; O-(DIPHENYLPHOSPHINYL)HYDROXYLAMINE; AMINATION;
D O I
10.1080/00397911.2010.541968
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The aziridination of alpha,beta-unsaturated ketones with O-(2,4-dinitrophenyl)-hydroxylamine and tertiary amine was developed. trans-Aziridines were obtained exclusively in good yields. The reaction is proposed to occur via an aminimide intermediate.
引用
收藏
页码:1577 / 1584
页数:8
相关论文
共 50 条
  • [31] N'-( 2,4-Dinitrophenyl) benzohydrazide
    Saeed, Aamer
    Arshad, Ifzan
    Floerke, Ulrich
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : 02418 - +
  • [32] 2,4-DINITROPHENYL ETHERS OF THE ALDITOLS
    WOLFROM, ML
    JULIANO, BO
    TOY, MS
    CHANEY, A
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (06) : 1446 - 1448
  • [33] Ionic liquids: anion effect on the reaction of O,O-diethyl O-(2,4-dinitrophenyl) phosphate triester with piperidine
    Pavez, Paulina
    Millan, Daniela
    Cocq, Cristian
    Santos, Jose G.
    Nome, Faruk
    NEW JOURNAL OF CHEMISTRY, 2015, 39 (03) : 1953 - 1959
  • [34] NUCLEOPHILIC CLEAVAGE OF N-O BOND IN O-(2,4-DINITROPHENYL)CYCLOHEXANONE OXIME IN AQUEOUS-METHANOL
    MALIK, WU
    BHATTACHARJEE, G
    SHARMA, S
    TETRAHEDRON, 1983, 39 (10) : 1749 - 1752
  • [35] KINETICS OF REACTIONS OF O-(2,4-DINITROPHENYL) BENZALDOXIMES WITH METHYLAMINE, CYCLOHEXYLAMINE AND PIPERIDINE - REACTIVITY AT DIFFERENT ELECTROPHILIC SITES
    BHATTACHARJEE, G
    SINGH, AK
    SAIKIA, R
    TETRAHEDRON, 1988, 44 (14) : 4537 - 4540
  • [36] Pyridinolyses of 2,4-Dinitrophenyl Phenyl Carbonate and 2,4-Dinitrophenyl Benzoate: Effect of Nonleaving Group on Reactivity and Mechanism
    Um, Ik-Hwan
    Son, Min Ji
    Kim, Song-I
    Akhtar, Kalsoom
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2010, 31 (07) : 1915 - 1919
  • [37] N-(2,4-dinitrophenyl)dehydroabietylamine
    Qiu, Fei
    Hong, Min
    Jiang, Dawei
    Zhu, Jin
    Huang, Lequn Lee
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O889 - U2354
  • [38] HYDROLYSIS OF BIS(2,4-DINITROPHENYL) PHOSPHATE
    BUNTON, CA
    FARBER, SJ
    JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (04): : 767 - &
  • [39] ON N-(2,4-DINITROPHENYL) PHTHALIMIDE
    BECKWITH, AL
    MILLER, J
    AUSTRALIAN JOURNAL OF SCIENTIFIC RESEARCH SERIES A-PHYSICAL SCIENCES, 1952, 5 (04): : 786 - 789
  • [40] ANTIBODY RESPONSE TO A 2,4-DINITROPHENYL PEPTIDE
    PARKER, CW
    GOTT, SM
    JOHNSON, MC
    BIOCHEMISTRY, 1966, 5 (07) : 2314 - &