New Method for the Synthesis of 2,5-Diaryl Substituted Thiazoles

被引：0
作者：
Zeng, Hongyun [1 ]
Zhang, Jun'gan [1 ]
Hong, Wei [1 ,2 ]
机构：
[1] North Minzu Univ, Sch Chem & Chem Engn, Yinchuan 750021, Ningxia, Peoples R China
[2] North Minzu Univ, State Ethn Affairs Commiss, Key Lab Chem Engn & Technol, Yinchuan 750021, Ningxia, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 40卷 / 08期
基金：
中国国家自然科学基金;
关键词：
2,5-diarylthiazole; Heck reaction; organic synthesis; BIOLOGICAL EVALUATION; MOLECULAR DOCKING; 2,4,5-TRISUBSTITUTED THIAZOLES; ANTIVIRAL ACTIVITY; DERIVATIVES; ANTIBACTERIAL; DESIGN; AGENTS; IDENTIFICATION; THIOAMIDES;
D O I：
10.6023/cjoc202004020
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Thiazole ring is an important five-membered aromatic heterocyclic ring, and its derivatives have various biological activities and are widely used in medicine. The synthesis of 2,5-diarylthiazole derivatives by acylation, thiolation, cyclization and Heck reaction using inexpensive and readily available substituted benzoic acid as raw materials was developed. The key point was to optimize the Heck reaction conditions and explore the possible reaction mechanism. The method has mild reaction conditions, simple operation, and good substrate universality, which provides a new direction for the synthesis of 2,5-diaryl substituted thiazoles.
引用
收藏
页码：2535 / 2542
页数：8
相关论文
共 45 条
  • [1] Synthesis, antitubercular and antimicrobial potential of some new thiazole substituted thiosemicarbazide derivatives
    Abhale, Yogita K.
    Shinde, Abhijit
    Deshmukh, Keshav K.
    Nawale, Laxman
    Sarkar, Dhiman
    Mhaske, Pravin C.
    [J]. MEDICINAL CHEMISTRY RESEARCH, 2017, 26 (10) : 2557 - 2567
  • [2] Synthesis and antibacterial activity of some 5-hydroxy-5-trifluoromethyl-4,5-dihydropyrazol-1-thiocarboxamides, 3-trifluoromethylpyrazol-1-thiocarboxamides and 4-aryl-2-(5(3)-trifluoromethyl-1-pyrazolyl)thiazoles
    Aggarwal, Ranjana
    Kumar, Rajiv
    Kumar, Sunil
    Garg, Gaurav
    Mahajan, Ritu
    Sharma, Jitender
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 2011, 132 (11) : 965 - 972
  • [3] Effects of ritonavir-boosted protease inhibitors on combined oral contraceptive pharmacokinetics and pharmacodynamics in HIV-positive women
    Barcellos, Teresa
    Natavio, Melissa
    Stanczyk, Frank Z.
    Luo, Dandan
    Jusko, William J.
    Bender, Nicole M.
    [J]. CONTRACEPTION, 2019, 100 (04) : 283 - 287
  • [4] Palladium-Catalysed Direct Arylation of Heteroaromatics Using Unprotected Iodoanilines with Inhibition of the Amination Reaction
    Beladhria, Anissa
    Beydoun, Kassem
    Ben Ammar, Hamed
    Ben Salem, Ridha
    Doucet, Henri
    [J]. SYNTHESIS-STUTTGART, 2012, 44 (14): : 2264 - 2276
  • [5] Synthesis of highly functionalized 2-(pyrrolidin-1-yl)thiazole frameworks with interesting antibacterial and antimycobacterial activity
    Belveren, Samet
    Dondas, H. Ali
    Ulger, Mahmut
    Poyraz, Samet
    Garcia-Minguens, Eduardo
    Ferrandiz-Saperas, Marcos
    Sansano, Jose M.
    [J]. TETRAHEDRON, 2017, 73 (48) : 6718 - 6727
  • [6] Synthesis and Biological Activity of 5-Amino-4-methyl-N-phenylthiazole-2-carboxamide
    Cao, Lei
    Sun, Jingwei
    Liu, Qiang
    Qian, Cheng
    Du, Yanlin
    Xu, Wangjin
    Chen, Kaiyi
    Liu, Jianbing
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2017, 37 (11) : 3031 - 3036
  • [7] A efficient protocol for the synthesis of thioamides in [DBUH][OAc] at room temperature
    Cao, Xian-Ting
    Qiao, Li
    Zheng, Hui
    Yang, Hui-Yong
    Zhang, Peng-Fei
    [J]. RSC ADVANCES, 2018, 8 (01) : 170 - 175
  • [8] Cui P.-L., 2018, J ORG CHEM, V38, P2784
  • [9] Synthesis, anticancer activity and mechanism of action of new thiazole derivatives
    de Santana, Temistocles Italo
    Barbosa, Miria de Oliveira
    Teixeira de Moraes Gomes, Paulo Andre
    Nascimento da Cruz, Anne Cecilia
    da Silva, Teresinha Gonsalves
    Lima Leite, Ana Cristina
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 144 : 874 - 886
  • [10] Synthesis and antiviral activity of new pyrazole and thiazole derivatives
    El-Sabbagh, Osama I.
    Baraka, Mohamed M.
    Ibrahim, Samy M.
    Pannecouque, Christophe
    Andrei, Graciela
    Snoeck, Robert
    Balzarini, Jan
    Rashad, Adel A.
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (09) : 3746 - 3753
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