A facile route to the synthesis of polyfunctionalized pyrroles

被引:12
作者
Anaraki-Ardakani, Hossein [1 ]
Mosslemin, Mohammad Hossein [2 ]
Anary-Abbasinejad, Mohammad [2 ]
Mirhosseini, Sayyed-Hamidreze [2 ]
Shams, Nasim [2 ]
机构
[1] Islamic Azad Univ, Yazd Branch, POB 89195-155, Yazd, Iran
[2] Islamic Azad Univ, Dept Chem, Yazd, Iran
关键词
Dialkyl acetylenedicarboxylates; pyrrole; triphenylphosphine; intramolecular Wittig reaction; ONE-POT SYNTHESIS; LAMELLARIN-O; TRIPHENYLPHOSPHINE; LUKIANOL;
D O I
10.3998/ark.5550190.0011.b27
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and efficient synthesis of some polyfunctionalized pyrrole derivatives by triphenylphosphine-promoted condensation reaction between dialkyl acetylenedicarboxylates and 1-aryl-2-(arylamino)-2-hydroxyethanones is described.
引用
收藏
页码:343 / 349
页数:7
相关论文
共 29 条
[1]   Three-component reaction of triphenylphosphine, acetylenic esters, and arylsulfonyl hydrazides or aryl hydrazines:: An efficient one-pot synthesis of stable β-nitrogen-substituted phosphorus ylides [J].
Anaraki-Ardakani, Hossein ;
Sadeghian, Shirin ;
Rastegari, Foroghossadat ;
Hassanabadi, Alireza ;
Anary-Abbasinejad, Mohammad .
SYNTHETIC COMMUNICATIONS, 2008, 38 (12) :1990-1999
[2]  
Anary-Abbasinejad M, 2007, J CHEM RES, P574
[3]   Efficient Synthesis of Functionalized 2,5-Dihydropyrrole Derivatives by Ph3P-Promoted Condensation between Acetylene Esters and α-Arylamino Ketones [J].
Anary-Abbasinejad, Mohammad ;
Poorhassan, Ehsanorreza ;
Hassanabadi, Alireza .
SYNLETT, 2009, (12) :1929-1932
[4]  
Anary-Abbasinejad M, 2008, ARKIVOC, P265
[5]   Synthesis of functionalised furans and pyrroles through annulation reactions of 4-pentynones. [J].
Arcadi, A ;
Rossi, E .
TETRAHEDRON, 1998, 54 (50) :15253-15272
[6]  
Bean, 1977, CHEM PYRROLS, P1
[7]  
Bean G.P., 1990, PYRROLES PART ONE SY, P105
[8]   Catalytic multicomponent synthesis of highly substituted pyrroles utilizing a one-pot Sila-Stetter/Paal-Knorr strategy [J].
Bharadwaj, AR ;
Scheidt, KA .
ORGANIC LETTERS, 2004, 6 (14) :2465-2468
[9]   Total syntheses of ningalin A, lamellarin O, lukianol A, and permethyl storniamide A utilizing heterocyclic azadiene Diels-Alder reactions [J].
Boger, DL ;
Boyce, CW ;
Labroli, MA ;
Sehon, CA ;
Jin, Q .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (01) :54-62
[10]   A short, facile synthesis of 5-substituted 3-amino-1H-pyrrole-2-carboxylates [J].
Chen, N ;
Lu, YL ;
Gadamasetti, K ;
Hurt, CR ;
Norman, MH ;
Fotsch, C .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (08) :2603-2605