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 [J].
Abhale, Yogita K. ;
Shinde, Abhijit ;
Deshmukh, Keshav K. ;
Nawale, Laxman ;
Sarkar, Dhiman ;
Mhaske, Pravin C. .
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 [J].
Aggarwal, Ranjana ;
Kumar, Rajiv ;
Kumar, Sunil ;
Garg, Gaurav ;
Mahajan, Ritu ;
Sharma, Jitender .
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 [J].
Barcellos, Teresa ;
Natavio, Melissa ;
Stanczyk, Frank Z. ;
Luo, Dandan ;
Jusko, William J. ;
Bender, Nicole M. .
CONTRACEPTION, 2019, 100 (04) :283-287
[4]   Palladium-Catalysed Direct Arylation of Heteroaromatics Using Unprotected Iodoanilines with Inhibition of the Amination Reaction [J].
Beladhria, Anissa ;
Beydoun, Kassem ;
Ben Ammar, Hamed ;
Ben Salem, Ridha ;
Doucet, Henri .
SYNTHESIS-STUTTGART, 2012, 44 (14) :2264-2276
[5]   Synthesis of highly functionalized 2-(pyrrolidin-1-yl)thiazole frameworks with interesting antibacterial and antimycobacterial activity [J].
Belveren, Samet ;
Dondas, H. Ali ;
Ulger, Mahmut ;
Poyraz, Samet ;
Garcia-Minguens, Eduardo ;
Ferrandiz-Saperas, Marcos ;
Sansano, Jose M. .
TETRAHEDRON, 2017, 73 (48) :6718-6727
[6]   Synthesis and Biological Activity of 5-Amino-4-methyl-N-phenylthiazole-2-carboxamide [J].
Cao, Lei ;
Sun, Jingwei ;
Liu, Qiang ;
Qian, Cheng ;
Du, Yanlin ;
Xu, Wangjin ;
Chen, Kaiyi ;
Liu, Jianbing .
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 [J].
Cao, Xian-Ting ;
Qiao, Li ;
Zheng, Hui ;
Yang, Hui-Yong ;
Zhang, Peng-Fei .
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 [J].
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 .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2018, 144 :874-886
[10]   Synthesis and antiviral activity of new pyrazole and thiazole derivatives [J].
El-Sabbagh, Osama I. ;
Baraka, Mohamed M. ;
Ibrahim, Samy M. ;
Pannecouque, Christophe ;
Andrei, Graciela ;
Snoeck, Robert ;
Balzarini, Jan ;
Rashad, Adel A. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (09) :3746-3753
12345