Catalyst-free rapid synthesis of benzo[4,5]imidazo[1,2-a]-pyrimidine-3-carboxamides via four-component coupling in one pot

被引:8
|
作者
Shaabani, Ahmad [1 ]
Seyyedhamzeh, Mozhdeh [1 ]
Ganji, Nasim [1 ]
Seik Weng Ng [2 ]
机构
[1] Shahid Beheshti Univ, Dept Chem, GC, Tehran, Iran
[2] Univ Malaya, Dept Chem, Kuala Lumpur 50603, Malaysia
关键词
Catalyst-free; Multicomponent reaction; 2,2,6-Trimethyl-4H-1,3-dioxin-4-one; 1H-Benzo[d]imidazol-2-amine; DIVERSITY-ORIENTED SYNTHESIS; CALCIUM-CHANNEL BLOCKERS; MULTICOMPONENT REACTIONS; SOLVENT-FREE; ACID-ESTERS;
D O I
10.1007/s13738-013-0321-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new class of fused tricyclic benzo[4,5]imidazo[1,2-a]-pyrimidine-3-carboxamide derivatives was synthesized via an environmentally benign one pot sequential four-component condensation reaction of an amine, 2,2,6-trimethyl-4H-1,3-dioxin-4-one, an aldehyde and 1H-benzo[d]imidazol-2-amine without using catalyst in good yields.
引用
收藏
页码:481 / 487
页数:7
相关论文
共 50 条
  • [41] CATALYST-FREE ONE-POT FOUR-COMPONENT SYNTHESIS OF SOME NEW 2,4,6-TRIARYL PYRIDINE DERIVATIVES
    Abdi, Mahmoud
    Behmadi, Hossein
    Es-haghi, Ali
    HETEROCYCLIC LETTERS, 2018, 8 (02): : 267 - 272
  • [42] One-pot synthesis of benzo[4,5]imidazo[1,2-c]quinazolin-6(5H)-ones under catalyst-free conditions and their X-ray crystallographic studies
    Vinoth, Nangagoundan
    Kalaiarasi, Chinnasamy
    Kumaradhas, Poomani
    Lalitha, Appaswami
    JOURNAL OF MOLECULAR STRUCTURE, 2021, 1232
  • [43] Facile, one-pot, four-component synthesis of a new series of imidazo[1,2-a]pyridines in presence of TPAB in EtOH under reflux conditions
    Etivand, Nasser
    Khalafy, Jabbar
    Marjani, Ahmad Poursattar
    RESEARCH ON CHEMICAL INTERMEDIATES, 2019, 45 (06) : 3379 - 3394
  • [44] One-pot multicomponent synthesis and antimicrobial evaluation of steroidal benzo[4,5]imidazo[1,2-a]pyrimidines with hemolytic assay and molecular docking studies
    Iqbal, Arfeen
    Khan, Asna
    Ahmedi, Saiema
    Mirza, Kainat
    Ali, Abad
    Manzoor, Nikhat
    Siddiqui, Tabassum
    JOURNAL OF MOLECULAR STRUCTURE, 2024, 1311
  • [45] Facile, one-pot, four-component synthesis of a new series of imidazo[1,2-a]pyridines in presence of TPAB in EtOH under reflux conditions
    Nasser Etivand
    Jabbar Khalafy
    Ahmad Poursattar Marjani
    Research on Chemical Intermediates, 2019, 45 : 3379 - 3394
  • [46] Synthesis of Benzo[4,5]imidazo[1,2-a]naphthyridine and Benzo[4,5]imidazo[2,1-a]isoquinoline Derivatives Catalyzed by CuI/L-Proline
    Dong, Fang
    Pan, Wan-Chen
    Liu, Jian-Quan
    Wang, Xiang-Shan
    POLYCYCLIC AROMATIC COMPOUNDS, 2020, 40 (02) : 465 - 474
  • [47] 2-Trifluoromethyl-10H-benzo[4,5]imidazo[1,2-a] pyrimidin-4-one
    Chandra
    Puttaraju, K. B.
    Shivashankar, K.
    Babu, E. A. Jithesh
    Mahendra, M.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2013, 69 : O1536 - +
  • [48] SIMPLE AND EFFICIENT SYNTHESIS OF NEWBENZO[4,5] IMIDAZO[1,2-A] PYRIMIDINE DERIVATIVES USING ACETIC ACID AS CATALYST IN ETHANOL MEDIUM
    Djemoui, Amar
    Ouahrani, Mohammed Ridha
    AbdelkaderNaouri
    Djemoui, Djamila
    ManalBouzidi
    LahrechMokhtarBoualem
    HETEROCYCLIC LETTERS, 2018, 8 (03): : 561 - 568
  • [49] One-pot synthesis of 4,5-dihydro-1H-pyrrol-3-carboxamide derivatives via a four-component reaction
    Alizadeh, Abdolah
    Rezvanian, Atieh
    Zhu, Long-Guan
    TETRAHEDRON, 2008, 64 (02) : 351 - 355
  • [50] Catalyst-free Facile Synthesis of Novel Fused Spiro[benzo[4,5]thiazolo[3,2-a]pyrano[2,3-d]pyrimidine-4,3'-indoline]-3-carbonitrile Derivatives via One-pot Three-Component Reaction
    Khalili, Maryam
    Esmaeili, Abbas Ali
    Khojastehnezhad, Amir
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2022, 54 (02) : 145 - 156