Base-mediated reactions of N-alkyl-O-acyl hydroxamic acids:: synthesis of 3-oxo-2,3-dihydro-4-isoxazole carboxylic ester derivatives

被引:9
|
作者
Clark, AJ [1 ]
Patel, D
Broadhurst, MJ
机构
[1] Univ Warwick, Dept Chem, Coventry CV4 7AL, W Midlands, England
[2] Roche Discovery Welwyn, Welwyn Garden City AL7 3AY, Herts, England
关键词
D O I
10.1016/j.tetlet.2003.08.098
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Treatment of malonyl derived O-acyl hydroxamic acid derivatives 10a-h with the phosphazene super base P-2-t-Bu 7 gives 2,3-dihydro-4-isoxazole carboxylic ester derivatives 11a-h. The rate and yield of the reaction is dependent upon the O-acyl substituent. (C) 2003 Published by Elsevier Ltd.
引用
收藏
页码:7763 / 7765
页数:3
相关论文
共 5 条
  • [1] Base catalysed rearrangement of N-alkyl-O-acyl hydroxamic acids:: synthesis of 2-acyloxyamides
    Clark, AJ
    Al-Faiyz, YSS
    Broadhurst, MJ
    Patel, D
    Peacock, JL
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (07): : 1117 - 1127
  • [2] Quinolone nucleosides:: 6,7-dihalo-N-β- and α-glycosyl-1,4-dihydro-4-oxo-quinoline-3-carboxylic acids and derivatives.: Synthesis, antimicrobial and antiviral activity
    Al-Masoudi, NA
    Al-Soud, YA
    Ehrmann, M
    de Clercq, E
    NUCLEOSIDES & NUCLEOTIDES, 1998, 17 (12): : 2255 - 2266
  • [3] ANTIBACTERIALS - 8-ALKYL 5,8-DIHYDRO-5-OXO-6-PYRIDO[2,3-D]PYRIMIDINE CARBOXYLIC-ACIDS DERIVATIVES .3. 2-(4-ARYLPIPERAZINYL), 2-(4-ARALKYLPIPERAZINYL) AND 2-(DELTA-2 IMIDAZOLINYL) DERIVATIVES
    PESSON, M
    ANTOINE, M
    GIRARD, P
    CHABASSIER, S
    RICHER, D
    BENICHON, JL
    DELAJUDIE, P
    HORVATH, E
    LERICHE, B
    PATTE, S
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1975, 10 (06) : 567 - 572
  • [4] A new synthesis of 4-alkyl/aryl-5,6-dihydro-2H-pyrano[3,2-c]quinoline-2,5-diones and molecular rearrangement of their 3-bromo derivatives to 2alkyl/aryl-4-oxo-4,5-dihydrofuro [3,2-c]quinoline-3-carboxylic acids
    Klásek, A
    Koristek, K
    Sedmera, P
    Halada, P
    HETEROCYCLES, 2003, 60 (04) : 799 - 815
  • [5] Pistachio peel biomass derived magnetic nanoparticles Fe3O4@C-SO3H: a highly efficient catalyst for the synthesis of isoxazole-5(4H)-one, 1-amido alkyl-2- naphthol, pyrano[2,3-c]pyrazole and 2,3-dihydro quinazoline-4(1H)-one derivatives
    Ghorbani, Fatemeh
    Pourmousavi, Seied Ali
    IRANIAN JOURNAL OF CATALYSIS, 2022, 12 (02): : 139 - 157