Recent advances in new multicomponent synthesis of structurally diversified 1,4-dihydropyridines

被引:232
作者
Wan, Jie-Ping [1 ]
Liu, Yunyun
机构
[1] Jiangxi Normal Univ, Key Lab Funct Small Organ Mol, Minist Educ, Nanchang 330022, Peoples R China
来源
RSC ADVANCES | 2012年 / 2卷 / 26期
关键词
3-COMPONENT DOMINO SYNTHESIS; ONE-POT; ORIENTED SYNTHESIS; SOLVENT-FREE; FUNCTIONALIZED 1,4-DIHYDROPYRIDINES; 1,3-DICARBONYL COMPOUNDS; AROMATIC-ALDEHYDES; IONIC LIQUID; DIHYDROPYRIDINES; DERIVATIVES;
D O I
10.1039/c2ra21406g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
1,4-Dihydropyridines (DHPs) are one of the most important classes of heterocyclic compounds as privileged pharmacophores. They are therefore attractive synthetic targets of organic chemistry. Multicomponent reactions (MCRs) are the most efficient strategies for the synthesis of 1,4-DHPs in terms of providing both sufficient structural diversity and numbers for compound libraries. Following the classical multicomponent synthesis of 1,4-DHPs by the Hantzsch reaction, chemists have developed a large number of new MCRs to access 1,4-DHPs with significantly extended structural diversity, which is pivotal for the process of discovering new lead compounds and drugs of 1,4-DHPs. The advances on the synthesis of structurally diversified 1,4-DHPs through new MCRs beyond the classical Hantzsch reaction is reviewed.
引用
收藏
页码:9763 / 9777
页数:15
相关论文
共 77 条
[1]   Novel four-component route to the synthesis of spiro[indoline-3,4′-pyridine]-3′-carboxylate derivatives [J].
Alizadeh, Abdolali ;
Mokhtari, Javad .
TETRAHEDRON, 2011, 67 (19) :3519-3523
[2]   Efficient One-Pot Synthesis of Spirooxindole Derivatives Containing 1,4-Dihydropyridine-Fused-1,3-Diazaheterocycle Fragments via Four-Component Reaction [J].
Alizadeh, Abdolali ;
Firuzyar, Tahereh ;
Mikaeili, Azadeh .
SYNTHESIS-STUTTGART, 2010, (22) :3913-3917
[3]   Adducts of Diketene, Alcohols, and Aldehydes: Useful Building Blocks for 3,4-Dihydropyrimidinones and 1,4-Dihydropyridines [J].
Alizadeh, Abdolali ;
Rostamnia, Sadegh .
SYNTHESIS-STUTTGART, 2010, (23) :4057-4060
[4]   An efficient one-pot multicomponent approach to 5-amino-7-aryl-8-nitrothiazolo[3,2-a]pyridines [J].
Altug, Cevher ;
Burnett, Alan K. ;
Caner, Esra ;
Durust, Yasar ;
Elliott, Mark C. ;
Glanville, Roger P. J. ;
Guy, Carol ;
Westwell, Andrew D. .
TETRAHEDRON, 2011, 67 (49) :9522-9528
[5]   Multicomponent domino reaction promoted by Mg(CIO4)2:: Highly efficient access to functionalized 1,4-dihydropyridines [J].
Bartoli, Giuseppe ;
Bosco, Marcella ;
Gaizerano, Patrizia ;
Giri, Roberto ;
Mazzanti, Andrea ;
Melchiorre, Paolo ;
Sambri, Letizia .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (23) :3970-3975
[6]   1,3-Dicarbonyl compounds in stereoselective domino and multicomponent reactions [J].
Bonne, Damien ;
Coquerel, Yoann ;
Constantieux, Thierry ;
Rodriguez, Jean .
TETRAHEDRON-ASYMMETRY, 2010, 21 (9-10) :1085-1109
[7]   Influence of isradipine, niguldipine and dantrolene on the anticonvulsive action of conventional antiepileptics in mice [J].
Borowicz, KK ;
Gasior, M ;
Kleinrok, Z ;
Czuczwar, SJ .
EUROPEAN JOURNAL OF PHARMACOLOGY, 1997, 323 (01) :45-51
[8]   A convergent construction of 1,4-dihydropyridine scaffold containing indole fragment [J].
Chen, Tao ;
Xu, Xiao-Ping ;
Liu, Hai-Feng ;
Ji, Shun-Jun .
TETRAHEDRON, 2011, 67 (30) :5469-5476
[9]   Domino reaction of 3-(2-formylphenoxy)propenoates and amines: A novel synthesis of 1,4-dihydropyridines from salicaldehydes, ethyl propiolate, and amines [J].
Cui, Sun-Liang ;
Wang, Jun ;
Lin, Xu-Feng ;
Wang, Yan-Guang .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (20) :7779-7782
[10]   Recent developments in asymmetric multicomponent reactions [J].
de Graaff, Corien ;
Ruijter, Eelco ;
Orru, Romano V. A. .
CHEMICAL SOCIETY REVIEWS, 2012, 41 (10) :3969-4009