CYCLOCONDENSATION OF N-(2-BROMOETHYL)PHTHALIMIDE WITH THE DIANION OF ISOBUTYRIC ACID TO A FUNCTIONALIZED 2,3-DIHYDROOXAZOLO[2,3]ISOINDOL-5(9BH)-ONE DERIVATIVE

被引：0
|
作者：
DEKIMPE, N [1 ]
VIRAG, M [1 ]
KEPPENS, M [1 ]
SCHEINMANN, F [1 ]
STACHULSKI, AV [1 ]
机构：
[1] SALFORD ULTRAFINE CHEM & RES LTD,MANCHESTER M15 6SY,LANCS,ENGLAND
来源：
JOURNAL OF CHEMICAL RESEARCH-S | 1995年 / 06期
关键词：
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Contrary to a previous report describing that the condensation or N-(2-bromoethyl)phthalimide with the dianion of isobutyric acid affords 3-{2-[(aziridin-1-yl)carbonyl]phenyl}-2,2-dimethyl-3-oxopropanoic acid, we report that this reaction in fact leads to 2-(5-oxo-2,3,5,9b-tetrahydrooxazolo[2,3-a]isoindol-9b-yl)-2-methylpropanoic acid.
引用
收藏
页码：252 / 253
页数：2
相关论文
共 41 条
  • [1] SYNTHESIS AND REACTIONS OF 2,3-DIHYDRO-OXAZOLO[2,3-A]ISOINDOL-5(9BH)-ONES
    WHARTON, CJ
    WRIGGLESWORTH, R
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (04): : 809 - 813
  • [2] PREPARATION OF 2-[4-(METHYLSULPHONYL)PHENYL]-2,3-DIHYDRO-OXAZOLO[2,3-A]ISOINDOL-5(9BH)-ONE DERIVATIVES AND A NEW SYNTHESIS OF THIAMPHENICOL ANALOGS
    JOMMI, G
    PAGLIARIN, R
    CHIARINO, D
    FANTUCCI, M
    GAZZETTA CHIMICA ITALIANA, 1985, 115 (12): : 653 - 658
  • [3] SYNTHESIS OF FUNCTIONALIZED 2,3-DIHYDRO-[9BH]OXAZOLO[2,3-A]-ISOINDOLINE-5-ONES
    DEKIMPE, N
    YAO, ZP
    DEBUYCK, L
    VERHE, R
    SCHAMP, N
    BULLETIN DES SOCIETES CHIMIQUES BELGES, 1986, 95 (03): : 197 - 202
  • [4] SELECTIVE NONNUCLEOSIDE HIV-1 REVERSE-TRANSCRIPTASE INHIBITORS - NEW 2,3-DIHYDROTHIAZOLO[2,3-A]ISOINDOL-5(9BH)-ONES AND RELATED-COMPOUNDS WITH ANTI-HIV-1 ACTIVITY
    MERTENS, A
    ZILCH, H
    KONIG, B
    SCHAFER, W
    POLL, T
    KAMPE, W
    SEIDEL, H
    LESER, U
    LEINERT, H
    JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (17) : 2526 - 2535
  • [5] Solid-phase synthesis of 2-cyanoquinazolin-4(3H)-one and 2,3-dihydrooxazolo[2,3-b]quinazolin-5-one derivatives utilizing resin-bound anthranilic acid derivatives
    Jeon, MK
    Kim, DS
    La, HJ
    Ha, DC
    Gong, YD
    TETRAHEDRON LETTERS, 2005, 46 (44) : 7477 - 7481
  • [6] Highly Enantioselective Synthesis of 2,3-Dihydro-1H-imidazo[2,1-a]isoindol-5(9bH)-ones via Catalytic Asymmetric Intramolecular Cascade Imidization-Nucleophilic Addition-Lactamization
    He, Yuwei
    Cheng, Chuyu
    Chen, Bin
    Duan, Kun
    Zhuang, Yue
    Yuan, Bo
    Zhang, Meisan
    Zhou, Yougui
    Zhou, Zihong
    Su, Yu-Jun
    Cao, Rihui
    Qiu, Liqin
    ORGANIC LETTERS, 2014, 16 (24) : 6366 - 6369
  • [7] Discovery of the First M5-Selective and CNS Penetrant Negative Allosteric Modulator (NAM) of a Muscarinic Acetylcholine Receptor: (S)-9b-(4-Chlorophenyl)-1-(3,4-difluorobenzoyl)-2,3-dihydro-1H-imidazo[2,1-a]isoindol-5(9bH)-one (ML375)
    Gentry, Patrick R.
    Kokubo, Masaya
    Bridges, Thomas M.
    Kett, Nathan R.
    Harp, Joel M.
    Cho, Hyekyung P.
    Smith, Emery
    Chase, Peter
    Hodder, Peter S.
    Niswender, Colleen M.
    Daniels, J. Scott
    Conn, P. Jeffrey
    Wood, Michael R.
    Lindsley, Craig W.
    JOURNAL OF MEDICINAL CHEMISTRY, 2013, 56 (22) : 9351 - 9355
  • [8] Crystal structure of 5′,7′-dibromo-1′-(2-bromoethyl)spiro[[1,3]dioxolane-2,3′-indolin]-2′-one, C12H10Br3NO3
    Ma, Li
    Li, Ai-Min
    Wan, Chong-Qing
    Cao, Sheng-Li
    ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES, 2013, 228 (02): : 269 - 270
  • [9] BIOKINETICS AND METABOLISM OF N-(2,3-DICHLOROPHENYL)-3,4,5,6-TETRACHLOROPHTHALAMIC ACID IN RATS
    KIRKPATRICK, D
    FINN, CM
    CONWAY, B
    HAWKINS, DR
    HONDA, T
    ISHIDA, M
    POWELL, GP
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1981, 29 (03) : 608 - 614
  • [10] METABOLISM OF N-(2,3-DICHLOROPHENYL)-3,4,5,6-TETRACHLOROPHTHALAMIC ACID (TECHLOFTHALAM) IN PADDY SOIL AND RICE
    KIRKPATRICK, D
    BIGGS, SR
    CONWAY, B
    FINN, CM
    HAWKINS, DR
    HONDA, T
    ISHIDA, M
    POWELL, GP
    JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1981, 29 (06) : 1149 - 1153
12345