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
来源：
SYNTHETIC COMMUNICATIONS | 2012年 / 42卷 / 11期
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
  • [1] O-(2,4-Dinitrophenyl) hydroxylamine
    Yang, Zhanhui
    SYNLETT, 2014, 25 (08) : 1186 - 1187
  • [2] Highly efficient synthesis of O-(2,4-dinitrophenyl)hydroxylamine.: Application to the synthesis of substituted N-benzoyliminopyridinium ylides
    Legault, C
    Charette, AB
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (18): : 7119 - 7122
  • [3] Reactions of bis(2,4-dinitrophenyl) phosphate with hydroxylamine
    Domingos, JB
    Longhinotti, E
    Bunton, CA
    Nome, F
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (18): : 7051 - 7058
  • [4] MICELLAR EFFECT ON METHYLAMINOLYSIS OF O-(2,4-DINITROPHENYL)CYCLOHEXANONE OXIME
    JAIN, AK
    BHATTACHARJEE, G
    VELU, VK
    KUMAR, A
    INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 1989, 28 (11): : 992 - 993
  • [5] ELECTROPHILIC AMINATION OF AN ACTIVE-SITE RESIDUE IN D-AMINO-ACID OXIDASE BY O-(2,4-DINITROPHENYL) HYDROXYLAMINE
    DSILVA, C
    WILLIAMS, CH
    MASSEY, V
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1985, 190 (SEP): : 23 - BIL
  • [6] KINETIC-STUDIES ON THE AMINOLYSIS OF O-(2,4-DINITROPHENYL)-CYCLOPENTANONE OXIME IN BENZENE
    JAIN, AK
    GUPTA, VK
    SINGH, P
    KUMAR, A
    REACTION KINETICS AND CATALYSIS LETTERS, 1991, 43 (01): : 117 - 125
  • [7] FORMATION OF 1-(2,4-DINITROPHENYL)-2-PYRAZOLINES FROM ALPHABETA-UNSATURATED KETONES
    CURTIS, RF
    HASSALL, CH
    WEATHERS.J
    JOURNAL OF THE CHEMICAL SOCIETY, 1962, (SEP): : 3831 - &
  • [8] Inhibition of murine leukemia virus with poly-2'-O-(2,4-dinitrophenyl)poly[A]
    Ashun, MA
    Hu, Y
    Kang, IS
    Li, CC
    Wang, JH
    ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1996, 40 (10) : 2311 - 2317
  • [9] EFFECT OF SURFACTANTS ON THE CLEAVAGE OF THE N-O BOND IN "O-(2,4-DINITROPHENYL)-CYCLOHEXANONE OXIME
    MALIK, WU
    BHATTACHARJEE, G
    SHARMA, S
    REACTION KINETICS AND CATALYSIS LETTERS, 1982, 19 (3-4): : 333 - 336
  • [10] 2,4-DINITROPHENYL PHOSPHATE
    KIRBY, AJ
    VARVOGLI.AG
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (08) : 1823 - &
12345