ONE-POT SYNTHESIS OF NOVEL RHODANINE BASED KETENIMINES VIA MULTICOMPONENT REACTIONS

被引:7
|
作者
Baharfar, Robabeh [1 ]
Porahmad, Nasim [1 ]
机构
[1] Univ Mazandaran, Dept Chem, Babol Sar, Iran
关键词
Alkyl isocyanides; dialkyl acetylenedicarboxylates; 5-(4-dimethylaminobenzylidene)-rhodanine; ketenimines; rhodanine; three-component reaction; TERT-BUTYL ISOCYANIDE; DIALKYL ACETYLENEDICARBOXYLATES; ACETYLENIC ESTERS; INHIBITORS; CONSTRUCTION; DERIVATIVES;
D O I
10.1080/10426507.2011.557418
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Synthesis of polyfunctionalized ketenimines via three-component reactions of rhodanine and 5-(4-dimethylaminobenzylidene)-rhodanine with dialkyl acetylenedicarboxylates and alkyl isocyanides is described. The reactions proceed smoothly under mild conditions leading to the desired products in good yields. In the case of methyl acetylenecarboxylate, the reaction led to methyl (Z)-3-({5-[(E)-1-(tert-butylamino)methylidene]-4-oxo-4,5-dihydro-1,3-thiazol-2-yl}sulfanyl)-2-propenoate in low yield.
引用
收藏
页码:1988 / 1996
页数:9
相关论文
共 50 条
  • [1] One-Pot Synthesis of Spirooxazino Derivatives via EnzymeInitiated Multicomponent Reactions
    Wang, Jun-Liang
    Chen, Xiao-Yang
    Wu, Qi
    Lin, Xian-Fu
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (05) : 999 - 1005
  • [2] One-pot multicomponent reactions
    Lombardo, M
    Trombini, C
    [J]. SEMINARS IN ORGANIC SYNTHESIS, 1998, : 7 - 32
  • [3] One-pot synthesis of iodoindolizine derivatives via a novel multicomponent reaction
    Yan, Peiyun
    Liu, Juanjuan
    Sun, Qian
    Yao, Juan
    Xue, Zhiheng
    Wang, Cunde
    [J]. JOURNAL OF CHEMICAL RESEARCH, 2013, (06) : 323 - 326
  • [4] Synthesis of Cyclopentadiene-Fused Chromanones via One-Pot Multicomponent Reactions
    Ghandi, Mehdi
    Ghomi, Ali-Tabatabaei
    Kubicki, Maciej
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (06): : 2611 - 2616
  • [5] Synthesis of pyrrole-fused chromanones via one-pot multicomponent reactions
    Ghandi, Mehdi
    Ghomi, Ali-Tabatabaei
    Kubicki, Maciej
    [J]. TETRAHEDRON, 2013, 69 (14) : 3054 - 3060
  • [6] One-pot synthesis of imaging agents by multicomponent reactions
    Jauregui, Maite
    Faulkner, Stephen
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233 : 694 - 694
  • [7] One-pot multicomponent synthesis of some novel acridines
    Nadaraj, V.
    Kalaivani, S.
    Selvi, S. Thamarai
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2007, 46 (10): : 1703 - 1706
  • [8] Facile and efficient synthesis of functionalized iminothiopyran and isothiochromen via one-pot multicomponent reactions
    Hamadi, Hosein
    Khoobi, Mehdi
    Hossaini, Zinatossadat
    Shafiee, Abbas
    [J]. MOLECULAR DIVERSITY, 2011, 15 (01) : 35 - 40
  • [9] Facile and efficient synthesis of functionalized iminothiopyran and isothiochromen via one-pot multicomponent reactions
    Hosein Hamadi
    Mehdi Khoobi
    Zinatossadat Hossaini
    Abbas Shafiee
    [J]. Molecular Diversity, 2011, 15 : 35 - 40
  • [10] One-pot and catalyst-free synthesis of thiosemicarbazones via multicomponent coupling reactions
    Cunha, Silvio
    da Silva, Tiago Lima
    [J]. TETRAHEDRON LETTERS, 2009, 50 (18) : 2090 - 2093