Metal-Free, Acid-Promoted Synthesis of Imidazole Derivatives via a Multicomponent Reaction

被引:80
作者
Chen, Chung-Yu [3 ]
Hu, Wan-Ping [2 ]
Yan, Pi-Cheng [1 ]
Senadi, Gopal Chandru [1 ]
Wang, Jeh-Jeng [1 ]
机构
[1] Kaohsiung Med Univ, Dept Med & Appl Chem, Kaohsiung, Taiwan
[2] Kaohsiung Med Univ, Dept Biotechnol, Kaohsiung, Taiwan
[3] Kaohsiung Med Univ, Dept Pharm, Kaohsiung, Taiwan
关键词
ONE-POT SYNTHESIS; SUBSTITUTED IMIDAZOLES; EFFICIENT SYNTHESIS; ALKALOIDS; ALDEHYDES; CATALYST; ALKYNES; LIGAND; PROBE;
D O I
10.1021/ol402892z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An expedient and metal-free synthetic route has been developed for the construction of tri- and tetrasubstituted imidazole derivatives via acid promoted multicomponent reaction methodology. The reaction proceeded smoothly with a range of functionalities to produce the imidazole scaffolds in good to excellent yields.
引用
收藏
页码:6116 / 6119
页数:4
相关论文
共 53 条
[31]   Imidazole-4,5-dicarboxamide derivatives with antiproliferative activity against HL-60 cells [J].
Perchellet, EM ;
Perchellet, JP ;
Baures, PW .
JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (19) :5955-5965
[32]  
Rani N, 2013, MINI-REV MED CHEM, V13, P1812
[33]   Imidazoles as Potential Antifungal Agents: A Review [J].
Rani, Nidhi ;
Sharma, Ajay ;
Gupta, Girish Kumar ;
Singh, Randhir .
MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2013, 13 (11) :1626-1655
[34]   Imidazolium salts and their polymeric materials for biological applications [J].
Riduan, Siti Nurhanna ;
Zhang, Yugen .
CHEMICAL SOCIETY REVIEWS, 2013, 42 (23) :9055-9070
[35]   Synthesis and antibacterial activity of some imidazole-5-(4H)one derivatives [J].
Saravanan, S ;
Selvan, PS ;
Gopal, N ;
Gupta, JK ;
De, B .
ARCHIV DER PHARMAZIE, 2005, 338 (10) :488-492
[36]   Imidazole libraries on solid support [J].
Sarshar, S ;
Siev, D ;
Mjalli, AMM .
TETRAHEDRON LETTERS, 1996, 37 (06) :835-838
[37]   Novel Thieno-imidazole Based Probe for Colorimetric Detection of Hg2+ and Fluorescence Turn-on Response of Zn2+ [J].
Satapathy, Rudrakanta ;
Wu, Yen-Hsing ;
Lin, Hong-Cheu .
ORGANIC LETTERS, 2012, 14 (10) :2564-2567
[38]   Facile, Selective, and Regiocontrolled Synthesis of Oxazolines and Oxazoles Mediated by ZnI2 and FeCl3 [J].
Senadi, Gopal Chandru ;
Hu, Wan-Ping ;
Hsiao, Jia-Shing ;
Vandavasi, Jaya Kishore ;
Chen, Chung-Yu ;
Wang, Jeh-Jeng .
ORGANIC LETTERS, 2012, 14 (17) :4478-4481
[39]   Cellulose sulfuric acid as a bio-supported and recyclable solid acid catalyst for the one-pot synthesis of 2,4,5-triarylimidazoles under microwave irradiation [J].
Shelke, Kiran F. ;
Sapkal, Suryakant B. ;
Kakade, Gopal K. ;
Shingate, Bapurao B. ;
Shingare, Murlidhar S. .
GREEN CHEMISTRY LETTERS AND REVIEWS, 2010, 3 (01) :27-32
[40]   Simple and efficient method for the synthesis of highly substituted imidazoles using zeolite-supported reagents [J].
Sivakumar, K. ;
Kathirvel, A. ;
Lalitha, A. .
TETRAHEDRON LETTERS, 2010, 51 (22) :3018-3021