Synthesis and intramolecular cyclization of some derivatives of 3-[(2,3-dihydro-1Н-1,5-benzodiazepin-4-yl)methylidene]indolin-2-one

被引:0
|
作者
K. V. Maslov
A. N. Andin
O. Yu. Slabko
机构
[1] Far-Eastern Federal University,
来源
关键词
D O I
暂无
中图分类号
学科分类号
摘要
Isatin and its 5-bromo derivative react with о-phenylenediamine and acetone in formic acid; products of this three-component condensation were isolated as perchlorates, from which for the first time bases were obtained, derivatives of 3-[(2,3-dihydro-1Н-1,5-benzodiazepin-4-yl)methylidene]indolin-2-one. The reduction of these derivatives with sodium cyanoborohydride is followed by intramolecular cyclization affording a bridged 2,3,4,5-tetrahydro-1,4-methano-1Н-1,5-benzodiazepine system.
引用
收藏
页码:1657 / 1660
页数:3
相关论文
共 50 条
  • [31] Synthesis and antiproliferative evaluation of piperazine-1-carbothiohydrazide derivatives of indolin-2-one
    Lin, Hui-Hui
    Wu, Wei-Yao
    Cao, Sheng-Li
    Liao, Ji
    Ma, Li
    Gao, Man
    Li, Zhong-Feng
    Xu, Xingzhi
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2013, 23 (11) : 3304 - 3307
  • [32] 3-[(4-Phenylpiperazin-1-yl)methyl]-5-(thiophen-2-yl)-2,3-dihydro-1,3,4-oxadiazole-2-thione
    El-Emam, Ali A.
    Al-Omar, Mohamed A.
    Al-Obaid, Abdul-Rahman M.
    Ng, Seik Weng
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O684 - +
  • [33] Synthesis, characterization and anticancer activity of certain 3-{4-(5-mercapto-1,3,4-oxadiazole-2-yl) phenylimino}indolin-2-one derivatives
    Gudipati, Rajyalakshmi
    Anreddy, Rama Narsimha Reddy
    Manda, Sarangapani
    SAUDI PHARMACEUTICAL JOURNAL, 2011, 19 (03) : 153 - 158
  • [34] 3-[(Z)-piperidin-1-ylmethylidene]-2,3-dihydro-1,4-benzodioxan-2-one
    Bozzo, C
    Pujol, MD
    Solans, X
    Font-Bardia, M
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1998, 54 : 79 - 81
  • [35] 3,3-bis(1H-indol-3-yl)indolin-2-one
    Selvanayagam, S
    Chandak, MS
    Velmurugan, D
    Ravikumar, K
    Raghunathan, R
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2005, 61 : O3122 - O3123
  • [36] N′-[(Z)-(1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)methylidene]-2-hydroxybenzohydrazide
    Aslam, Muhammad
    Anis, Itrat
    Afza, Nighat
    Ejaz
    Khan, Islam Ullah
    Arshad, Muhammad Nadeem
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2012, 68 : O352 - U197
  • [37] Design, synthesis, molecular modeling, and antimicrobial potential of novel 3-[(1H-pyrazol-3-yl)imino]indolin-2-one derivatives as DNA gyrase inhibitors
    Alzahrani, Abdullah Y.
    Ammar, Yousry A.
    Salem, Mohamed A.
    Abu-Elghait, Mohammed
    Ragab, Ahmed
    ARCHIV DER PHARMAZIE, 2022, 355 (01)
  • [38] FORMYLATION OF 2,3-DIHYDRO-4-METHYL-1H-1,5-BENZODIAZEPIN-2-ONES
    PROSHKINA, VN
    SOLOMKO, ZF
    BOZHANOVA, NY
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1988, (09): : 1288 - 1288
  • [39] (E)-3-[(Dimethylamino)methylidene]4-phenyl-1-(prop-2-ynyl)-1H-1,5-benzodiazepin-2(3H)-one
    Loughzail, Mohamed
    Baouid, Abdesselam
    Paz, Filipe A. Almeida
    Cavaleiro, Jose A. S.
    Soumhi, El Hassane
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O32 - +
  • [40] GREEN SYNTHESIS OF 2-BENZOYL-6-HYDROXY-3-METHYL-5-(2-SUBSTITUTED-2,3-DIHYDRO-1H-1,5-BENZODIAZEPIN-4-YL) BENZO [b] FURANS AND 2-BENZOYL-6-HYDROXY-3-METHYL-5-(2-SUBSTITUTED-2,3-DIHYDRO-1H-1,5-BENZOTHIAZEPIN-4-YL) BENZO [b] FURANS AND THEIR ANTIMICROBIAL ACTIVITY
    Sarasija, M.
    Sudershan, K.
    Ashok, D.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2014, 24 (02) : 199 - 204