A Novel Approach to the Synthesis of Highly Functionalized Pyrroles

被引:33
作者
Anary-Abbasinejad, Mohammad [1 ]
Charkhati, Khadije [1 ]
Anaraki-Ardakani, Hossein [1 ]
机构
[1] Islamic Azad Univ, Dept Chem, Yazd Branch, Yazd, Iran
关键词
pyrrole derivatives; dialkyl acetylenedicarboxylates; triphenylphosphine; multicomponent reaction; intramolecular Wittig reaction; ONE-POT SYNTHESIS; DIMETHYL ACETYLENEDICARBOXYLATE; VINYLTRIPHENYLPHOSPHONIUM SALT; TRIPHENYLPHOSPHINE;
D O I
10.1055/s-0028-1088224
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new and efficient one-pot synthesis of polysubstituted pyrrole derivatives by a three-component reaction between dialkyl acetylenedicarboxylates, aromatic amines, triphenylphosphine, and arylglyoxals is described. The reactions were performed in dichloromethane at room temperature and neutral conditions and afforded high yields of products.
引用
收藏
页码:1115 / 1117
页数:3
相关论文
共 12 条
[1]   Synthesis of Alkyl (5-Oxo-2-thioxo-[1,3,4]thiadiazinan-6-ylidene)acetates by the Reaction of N-Aminorhodanine, Dialkyl Acetylenedicarboxylates, and Triphenylphosphine [J].
Anary-Abbasinejad, Mohammad ;
Mosslemin, Mohammad H. ;
Hassanabadi, Alireza ;
Tabatabaee, Masoumeh .
SYNTHETIC COMMUNICATIONS, 2008, 38 (21) :3700-3705
[2]   One-pot synthesis of stable phosphorus ylides by three-component reaction between dimethyl acetylenedicarboxylate, semicarbazones, and triphenylphosphine [J].
Anary-Abbasinejad, Mohammad ;
Anaraki-Ardakani, Hossein ;
Hosseini-Mehdiabad, Hossein .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2008, 183 (06) :1440-1446
[3]  
Anary-Abbasinejad M, 2007, J CHEM RES, P574
[4]   Intramolecular Wittig reactions with esters utilising triphenylphosphine and dimethyl acetylenedicarboxylate [J].
Evans, LA ;
Griffiths, KE ;
Guthmann, H ;
Murphy, PJ .
TETRAHEDRON LETTERS, 2002, 43 (02) :299-301
[5]   Synthesis of aromatic heterocycles [J].
Gilchrist, TL .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (20) :2491-2515
[6]  
Jones R.A., 1992, PYRROLES SYNTHESIS 2
[7]   Stereoselective synthesis of highly functionalized trifluoromethylated cyclobutenes [J].
Mosslemin, MH ;
Yavari, I ;
Anary-Abbasinejad, M ;
Nateghi, MR .
SYNTHESIS-STUTTGART, 2004, (07) :1029-1032
[8]  
Nair V, 1997, J CHEM SOC P1, P329
[9]   Nucleophilic alpha-addition to alkynoates. A synthesis of dehydroamino acids [J].
Trost, BM ;
Dake, GR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (32) :7595-7596
[10]  
Yates F.S., 1984, Comprehensive Heterocyclic Chemistry, V2, P511