A one-pot synthesis of functionalised 1-azadienes containing 2-thioxoimidazolidin-4-ones

被引:6
作者
Yavari, Issa [1 ]
Ghanbari, Mohammad M. [1 ]
Azizian, Javad [1 ]
Sheikholeslami, Fatemeh [1 ]
机构
[1] Islamic Azad Univ, Dept Chem, Sci & Res Branch, Tehran, Iran
关键词
NH-acid; thiohydantoin; isocyanide; azadiene; acetylenic ester; MULTICOMPONENT REACTIONS; ALKYL; ISOCYANIDES;
D O I
10.3184/174751911X12964930076520
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The zwitterionic 1:1 intermediates generated by addition of alkyl isocyanides to acetylenic esters are trapped by 3-methyl-5,5-diaryl-2-thioxoimidazolidin-4-ones to yield dialkyl 2-[(alkylimino)(3-methyl-4-oxo-5,5-diaryl-2-thioxoimidazolidin-1-yl)methyllbut-2-enedioates in good yields.
引用
收藏
页码:87 / 88
页数:2
相关论文
共 11 条
[1]   Recent developments in isocyanide based multicomponent reactions in applied chemistry [J].
Dömling, A .
CHEMICAL REVIEWS, 2006, 106 (01) :17-89
[2]   A one-pot chemoselective S-alkylation and acetylation of thiohydantoins using the alkyl orthoformate-ZnCl2-AC2O reagent system [J].
Kumar, Ravi ;
Chauhan, Prem M. S. .
TETRAHEDRON LETTERS, 2008, 49 (38) :5475-5479
[3]   THE USE OF ISOCYANIDES IN HETEROCYCLIC SYNTHESIS - A REVIEW [J].
MARCACCINI, S ;
TORROBA, T .
ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 1993, 25 (02) :141-208
[4]   Synthesis of alkyl 2-[2-oxopyridin-1(2H)-yl]acrylates by nucleophilic addition of alkyl propiolates catalysed by Ph3P [J].
Mohtat, Bita ;
Jabbar, Sepideh ;
Ghasemi, Abdollah ;
Yavari, Issa .
JOURNAL OF CHEMICAL RESEARCH, 2008, (10) :601-603
[5]   A rapid and efficient microwave-assisted synthesis of hydantoins and thiohydantoins [J].
Muccioli, GG ;
Poupaert, JH ;
Wouters, J ;
Norberg, B ;
Poppitz, W ;
Scriba, GKE ;
Lambert, DM .
TETRAHEDRON, 2003, 59 (08) :1301-1307
[6]   Preparation of phenytoin derivatives under solvent-free conditions using microwave irradiation [J].
Safari, J. ;
Naeimi, H. ;
Ghanbari, M. M. ;
Fini, O. Sabzi .
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (03) :477-479
[7]   The application of multi-component reactions in drug discovery [J].
Weber, L .
CURRENT MEDICINAL CHEMISTRY, 2002, 9 (23) :2085-2093
[8]  
Yavari I, 2007, J CHEM RES, P152
[9]  
Yavari I, 2007, J CHEM RES-S, P392
[10]  
Yavari I, 2007, J CHEM RES, P397