Triphenylphosphine catalyzed stereoselective N-vinylation of N-(1,3-dioxo-1,3-dihydroisoindol-2-yl)benzamide

被引:0
|
作者
Ramazani, Ali [1 ]
Ganjeie, Bijan [1 ]
机构
[1] Azad Univ, Dept Chem, Zanjan, Iran
关键词
triphenylphosphine; catalyst; N-vinylation; N-(1,3-dioxo-1,3-dihydroisoindol-2-yl)benzamide; vinyltriphenylphosphonium;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Protonation of the highly reactive 1:1 intermediates produced in the reaction between triphenylphosphine and Methyl acetylenecarboxylate by N-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-benzamide leads to vinyltriphenylphosphonium salt, which undergo an addition-elimination reaction in CH2Cl2 at room temperature to produce N-vinylated N-(1,3-dioxo1,3-dihydrciisoindol-2-yl)benzamide in good yield.
引用
收藏
页码:1570 / 1572
页数:3
相关论文
共 50 条
  • [31] N-[(2-Hydroxynaphthalen-1-yl)(phenyl)methyl]benzamide
    Bazgir, Ayoob
    Amani, Vahid
    Khavasi, Hamid Reza
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O5523 - O5524
  • [32] N,N′-Bis(1,3-thiazol-2-yl)methylenediamine
    Salimi, Farshid
    Sahebalzamani, Hajar
    Maleki, Masume
    Notash, Behrouz
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O3320 - U633
  • [33] 2-(2-Fluorophenyl)-N-(1,3-thiazol-2-yl)acetamide
    Fun, Hoong-Kun
    Quah, Ching Kheng
    Nayak, Prakash S.
    Narayana, B.
    Sarojini, B. K.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : 02565 - +
  • [34] 2-(2-Methylphenyl)-N-(1,3-thiazol-2-yl)acetamide
    Narayana, B.
    Nayak, Prakash S.
    Sarojini, Balladka K.
    Jasinski, Jerry P.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O716 - +
  • [35] Phototransformation of some N-(2-hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)aryl/heterylamides
    Kapoora, Mona
    Dhawan, Som N.
    Mor, Satbir
    Gupta, Satish C.
    JOURNAL OF CHEMICAL RESEARCH, 2008, (07) : 386 - 387
  • [36] Non-isocyanate synthesis of N-(1,3-Thiazol-2-yl)ureas
    M. V. Vovk
    P. S. Lebed’
    Russian Journal of Organic Chemistry, 2006, 42 : 139 - 141
  • [37] 2-(1,3-Dithian-2-yl)benzaldehyde and N-{2-[2-(1,3-dioxan-2-yl)phenoxy]-ethyl}phthalimide
    Jene, PG
    Ibers, JA
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2000, 56 : 705 - 707
  • [38] Non-isocyanate synthesis of N-(1,3-thiazol-2-yl)ureas
    Vovk, MV
    Lebed', PS
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 42 (01) : 139 - 141
  • [39] 2-(1,3-Dithian-2-yl)benzaldehyde and N-{2-[2-(1,3-dioxan-2-yl)phenoxy]ethyl}phthalimide
    Jene, Paul G.
    Ibers, James A.
    Acta Crystallographica, Section C: Crystal Structure Communications, 2000, 56 (06) : 705 - 707
  • [40] Synthesis and antimicrobial activity of N-[4-(1,3-benzodithiol-2-yl)phenyl] -and N-[4-(4-aryl-1,3-dithiol-2-yl)phenyl]-substituted N-arylmethylamines
    Yunnikova L.P.
    Makhova T.V.
    Teterina N.M.
    Belevich I.O.
    Pharmaceutical Chemistry Journal, 2006, 40 (10) : 549 - 550