Synthesis of Aza-Polycyclic Compounds: Novel Phenazines and Quinoxalines using Molybdate Sulfuric Acid (MSA)

被引：71
作者：
Karami, Bahador [1 ]
Khodabakhshi, Saeed [2 ]
Nikrooz, Marzieh [2 ]
机构：
[1] Univ Yasuj, Dept Chem, Yasuj 7591874831, Iran
[2] Islamic Azad Univ, Dept Chem, Gachsaran, Iran
来源：
POLYCYCLIC AROMATIC COMPOUNDS | 2011年 / 31卷 / 02期
关键词：
Molybdate sulfuric acid; phenazine; quinoxaline; HETEROGENEOUS SYSTEM; SECONDARY-AMINES; N-NITROSATION; EFFICIENT; DERIVATIVES; MILD; CATALYST; CONDENSATION; (TSA)/NANO2; OXIDATION;
D O I：
10.1080/10406638.2011.572577
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Molybdate sulfuric acid (MSA) has been demonstrated to be an efficient and reusable catalyst for the synthesis of quinoxaline and phenazine derivatives based on the condensation of 1,2-diketones and o-pheneylenediamines in ethanol as solvent at room temperature. Also, some novel polycyclic phenazines and quinoxalines are reported. The practical and simple method adopted in the present study led to very high yields of the products under mild conditions within short time intervals.
引用
收藏
页码：97 / 109
页数：13
相关论文
共 33 条
[1]   Synthesis and antimicrobial activities of some novel quinoxalinone derivatives [J].
Ali, MM ;
Ismail, MMF ;
El-Gaby, MSA ;
Zahran, MA ;
Ammar, YA .
MOLECULES, 2000, 5 (06) :864-873
[2]  
Bailly C, 1999, ANTI-CANCER DRUG DES, V14, P291
[3]   Laterally-extended porphyrin systems incorporating a switchable unit [J].
Crossley, MJ ;
Johnston, LA .
CHEMICAL COMMUNICATIONS, 2002, (10) :1122-1123
[4]  
Dailey S, 2001, J MATER CHEM, V11, P2238, DOI 10.1039/b104674h
[5]   STRUCTURE REVISION OF ANTIBIOTIC ECHINOMYCIN [J].
DELL, A ;
WILLIAMS, DH ;
MORRIS, HR ;
SMITH, GA ;
FEENEY, J ;
ROBERTS, GCK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (09) :2497-2502
[6]   Synthesis of Quinoxaline Derivatives via Condensation of Aryl-1,2-diamines with 1,2-Diketones Using (NH4)6Mo7O24•4H2O as an Efficient, Mild and Reusable Catalyst [J].
Hasaninejad, A. ;
Zare, A. ;
Mohammadizadeh, M. R. ;
Karami, Z. .
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2009, 6 (01) :153-158
[7]   Oxalic acid as an efficient, cheap, and reusable catalyst for the preparation of quinoxalines via condensation of 1,2-diamines with α-diketones at room temperature [J].
Hasaninejad, Alireza ;
Zare, Abdolkarim ;
Mohammadizadeh, Mohammad Reza ;
Shekouhy, Mohsen .
ARKIVOC, 2008, :28-35
[8]   Zn[(L)proline]: A powerful catalyst for the very fast synthesis of quinoxaline derivatives at room temperature [J].
Heravi, Majid M. ;
Tehrani, Maryam H. ;
Bakhtiari, Khadijeh ;
Oskooie, Hossein A. .
CATALYSIS COMMUNICATIONS, 2007, 8 (09) :1341-1344
[9]   Facile synthesis of quinoxaline derivatives using o-iodoxybenzoic acid (IBX) at room temperature [J].
Heravi, Majid M. ;
Bakhtiari, Khadijeh ;
Tehrani, Maryam H. ;
Javadi, Negar M. ;
Oskooie, Hossien A. .
ARKIVOC, 2006, :16-22
[10]  
HIDEO, 1969, Patent No. 4064127
1234