L-proline catalyzed selective synthesis of 2-aryl-1-arylmethyl-1H-benzimidazoles

被引:145
|
作者
Varala, Ravi [1 ]
Nasreen, Aayesha [1 ]
Enugala, Ramu [1 ]
Adapa, Srinivas R. [1 ]
机构
[1] Indian Inst Chem Technol, Hyderabad 500007, Andhra Pradesh, India
关键词
D O I
10.1016/j.tetlet.2006.11.010
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
L-Proline (10 mol %) was found to be a versatile organocatalyst for the selective synthesis of 2-aryl-1-arylmethyl-1-H-benzimidazoles from a wide range of substituted o-phenylenediamines and aldehydes in moderate to excellent isolated yields (32-95%) under mild conditions using chloroform as a solvent at ambient temperature. (c) 2006 Elsevier Ltd. All rights reserved.
引用
收藏
页码:69 / 72
页数:4
相关论文
共 50 条
  • [41] An enantio selective nucleophilic addition of α, β-unsaturated trifluoromethylketones catalyzed by L-proline derivatives
    Zhang, Dehui
    Yuan, Chengye
    TETRAHEDRON, 2008, 64 (10) : 2480 - 2488
  • [42] A new laccase-catalyzed domino process and its application to the efficient synthesis of 2-aryl-1H-benzimidazoles
    Leutbecher, Heiko
    Constantin, Mihaela-Anca
    Mika, Sabine
    Conrad, Juergen
    Beifuss, Uwe
    TETRAHEDRON LETTERS, 2011, 52 (05) : 605 - 608
  • [43] Natural Bio-surfactant for Pseudomulticomponent Synthesis of 2-Aryl-1-aryl Methyl-1H-benzimidazoles
    Morbale, Smita T.
    Shinde, Sachin K.
    Damate, Shashikant A.
    Deshmukh, Madhukar B.
    Patil, Suresh S.
    LETTERS IN ORGANIC CHEMISTRY, 2018, 15 (01) : 57 - 63
  • [44] Domino synthesis of fused hexacyclic imidazoquinolinoacridinones catalyzed by CuI/L-proline
    Li, Chao
    Zhang, Wen-Ting
    Wang, Xiang-Shan
    TETRAHEDRON, 2014, 70 (46) : 8919 - 8924
  • [45] L-Proline catalyzed efficient and convenient synthesis of substituted 2H-chromenes by three-component reaction
    Rao, L. Chandrasekhara
    Meshram, H. M.
    Kumar, N. Satish
    Rao, N. Nageswara
    Babu, N. Jagadeesh
    TETRAHEDRON LETTERS, 2014, 55 (06) : 1127 - 1131
  • [46] Cobalt manganese oxide nanoparticles as recyclable catalyst for efficient synthesis of 2-aryl-1-arylmethyl-1H-1,3-benzimidazoles under solvent-free conditions
    Ahmadian, Hossein
    Veisi, Hojat
    Karami, Changiz
    Sedrpoushan, Alireza
    Nouri, Maryam
    Jamshidi, Fariba
    Alavioon, Iman
    APPLIED ORGANOMETALLIC CHEMISTRY, 2015, 29 (05) : 266 - 269
  • [47] L-Proline-catalyzed one-pot synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones
    Chandrasekhar, S.
    Vijeender, K.
    Sridhar, Ch.
    TETRAHEDRON LETTERS, 2007, 48 (28) : 4935 - 4937
  • [48] Synthesis of 2-aryl-1H-benzimidazoles and 2-aryl-1H-perimidines using arylidene Meldrum's acid as a source of the aryl group and oxidant
    Mehrabi, Hossein
    Najafian-Ashrafi, Faezeh
    Esfandiarpour, Zeinab
    Ranjbar-Karimi, Reza
    JOURNAL OF CHEMICAL RESEARCH, 2018, (03) : 125 - 128
  • [49] L-Proline Catalyzed Synthesis of Structurally Diverse 1,4-dihydropyridines Fused with Medicinally Privileged Heterocyclic Systems
    Khandelwal, Sarita
    Rajawat, Anshu
    Kumar, Mahendra
    CURRENT ORGANOCATALYSIS, 2014, 1 (01) : 51 - 58
  • [50] Three-Component One-Pot Synthesis of 4-Aryl-2,3-dihydropyrimido[1,2-a]benzimidazol-2-ones Catalyzed by l-Proline
    Sheibani, Hassan
    Saidi, Kazem
    Lakaei, Molod
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (06) : 1386 - 1390