An efficient one-pot synthesis of 1,2,4-triazoloquinoxalines

被引：10
作者：
Niu, Xiaoyi [1 ]
Yang, Bingchuan [1 ]
Fang, Shuai [1 ]
Li, Yanqiu [1 ]
Zhang, Zeyuan [1 ]
Jia, Jiong [1 ]
Ma, Chen [1 ,2 ,3 ]
机构：
[1] Shandong Univ, Sch Chem & Chem Engn, Key Lab Special Funct Aggregated Mat, Minist Educ, Jinan 250100, Peoples R China
[2] Chinese Acad Med Sci, Inst Mat Med, State Key Lab Bioact Subst & Funct Nat Med, Beijing 100050, Peoples R China
[3] Peking Union Med Coll, Beijing 100050, Peoples R China
来源：
TETRAHEDRON | 2014年 / 70卷 / 31期
基金：
美国国家科学基金会;
关键词：
1,2,4-Triazoloquinoxaline; One-pot synthesis; Transition metal-free; Broad range of substrates; INHIBITORY-ACTIVITY; C-N;
D O I：
10.1016/j.tet.2014.05.029
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A transition metal-free tandem process for the synthesis of 1,2,4-triazoloquinoxalines was described. The construction of this tricyclic system went through a one-pot condensation/nucleophilic aromatic substitution approach. This methodology applied to a broad range of substrates, which included 2-halogenated or 2-nitro aryl aldehydes and ketones. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4657 / 4660
页数：4
相关论文
共 23 条
  • [1] Al-Salahi R., 2013, RES CHEM INTERMEDIAT, P1
  • [2] SYNTHESIS OF NOVEL 2-METHYLSULFANYL-4H-[1,2,4] TRIAZOLO[1,5-a]QUINAZOLIN-5-ONE AND DERIVATIVES
    Al-Salahi, Rashad
    Geffken, Detlef
    [J]. SYNTHETIC COMMUNICATIONS, 2011, 41 (23) : 3512 - 3523
  • [3] A New Series of 2-Alkoxy(aralkoxy)-[1,2,4]triazolo[1,5-a]quinazolin-5-ones as Adenosine Receptor Antagonists
    Al-Salahi, Rashad
    Geffken, Detlef
    Koellner, Maria
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2011, 59 (06) : 730 - 733
  • [4] RETRACTED: Cytotoxicity and Anti-Inflammatory Activity of Methylsulfanyl-triazoloquinazolines (Retracted Article)
    Al-Salahi, Rashad A.
    Gamal-Eldeen, Amira M.
    Alanazi, Amer M.
    Al-Omar, Mohamed A.
    Marzouk, Mohamed A.
    Fouda, Moustafa M. G.
    [J]. MOLECULES, 2013, 18 (02): : 1434 - 1446
  • [5] Synthesis and Reactivity of [1,2,4]Triazolo-annelated Quinazolines
    Al-Salahi, Rashad A.
    [J]. MOLECULES, 2010, 15 (10) : 7016 - 7034
  • [6] Synthesis and biological evaluation of thieno [2′,3′:4,5]pyrimido[1,2-b][1,2,4]triazines and thieno[2,3-d][1,2,4]triazolo[1,5-a]pyrimidines as anti-inflammatory and analgesic agents
    Ashour, Hayam M.
    Shaaban, Omaima G.
    Rizk, Ola H.
    El-Ashmawy, Ibrahim M.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 62 : 341 - 351
  • [7] Modular Synthesis of Indoles from Imines and o-Dihaloarenes or o-Chlorosulfonates by a Pd-Catalyzed Cascade Process
    Barluenga, Jose
    Jimenez-Aquino, Agustin
    Aznar, Fernando
    Valdes, Carlos
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (11) : 4031 - 4041
  • [8] Combining Computational Methods for Hit to Lead Optimization in Mycobacterium Tuberculosis Drug Discovery
    Ekins, Sean
    Freundlich, Joel S.
    Hobrath, Judith V.
    White, E. Lucile
    Reynolds, Robert C.
    [J]. PHARMACEUTICAL RESEARCH, 2014, 31 (02) : 414 - 435
  • [9] Synthesis, anti-HCV, antioxidant, and peroxynitrite inhibitory activity of fused benzosuberone derivatives
    Farghaly, Thoraya A.
    Hafez, Naglaa A. Abdel
    Ragab, Eman A.
    Awad, Hanem M.
    Abdalla, Mohamed M.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (02) : 492 - 500
  • [10] An Efficient One-Pot Synthesis of Benzo[4,5]imidazo[112-a]quinoxalines via Copper-Catalyzed Process
    Huang, Aiping
    Chen, Yimu
    Zhou, Yige
    Guo, Wei
    Wu, Xiaodong
    Ma, Chen
    [J]. ORGANIC LETTERS, 2013, 15 (21) : 5480 - 5483
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