Synthesis of Benzo[b] pyrane Derivatives Using Supported Potassium Fluoride as an Efficient and Reusable Catalytic System

被引:16
作者
Hasaninejad, Alireza [1 ]
Jafarpour, Nasrolah [1 ]
Mohammadnejad, Mohammad [1 ]
机构
[1] Islamic Azad Univ, Dept Chem, Gachsaran Branch, Gachsaran, Iran
关键词
4H-benzo[b]pyrane; Malononirile; Potassium Fluoride; synthesis; ONE-POT SYNTHESIS; SOLVENT-FREE SYNTHESIS; AQUEOUS-MEDIA; QUINOXALINE DERIVATIVES; ANTIBACTERIAL ACTIVITY; HIGHLY EFFICIENT; GREEN SYNTHESIS; IONIC LIQUID; P2O5/SIO2; CHLORIDE;
D O I
10.1155/2012/494021
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly efficient and simple procedure for the synthesis of 4H-benzo[b]pyrane derivatives is described. The reaction of 5,5-dimethylcyclohexane-1,3-dione or cyclohexane-1,3-dione with aromatic aldehydes and malononitrile using catalytic amount of alumina supported KF in reflux ethanol affords the title compounds in high to excellent yields and in short reaction times.
引用
收藏
页码:2000 / 2005
页数:6
相关论文
共 27 条
[1]   (S)-Proline as a neutral and efficient catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media [J].
Balalaie, S ;
Bararjanian, M ;
Amani, AM ;
Movassagh, B .
SYNLETT, 2006, (02) :263-266
[2]   Synthesis and antibacterial activity of some new fused chromenes [J].
El-Saghier, Ahmed M. M. ;
Naili, Mahbouba B. ;
Rammash, Bahlul Kh. ;
Saleh, Nabil A. ;
Kreddanc, Khaled M. .
ARKIVOC, 2007, :83-91
[3]   2-Pyrones possessing antimicrobial and cytotoxic activities [J].
Fairlamb, IJS ;
Marrison, LR ;
Dickinson, JM ;
Lu, FJ ;
Schmidt, JP .
BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (15) :4285-4299
[4]  
HAFEZ EAA, 1987, HETEROCYCLES, V26, P903
[5]  
Hasaninejad A, 2008, ARKIVOC, P64
[6]   Silica bonded n-propyl-4-aza-1-azoniabicyclo[2.2.2]octane chloride (SB-DABCO): A highly efficient, reusable and new heterogeneous catalyst for the synthesis of 4H-benzo[b]pyran derivatives [J].
Hasaninejad, Alireza ;
Shekouhy, Mohsen ;
Golzar, Nooshin ;
Zare, Abdolkarim ;
Doroodmand, Mohammad Mahdi .
APPLIED CATALYSIS A-GENERAL, 2011, 402 (1-2) :11-22
[7]   Sulfuric acid-modified PEG-6000 (PEG-OSO3H): an efficient, bio-degradable and reusable polymeric catalyst for the solvent-free synthesis of poly-substituted quinolines under microwave irradiation [J].
Hasaninejad, Alireza ;
Zare, Abdolkarim ;
Shekouhy, Mohsen ;
Ameri-Rad, Javad .
GREEN CHEMISTRY, 2011, 13 (04) :958-964
[8]   Highly efficient synthesis of triazolo[1,2-a]indazole-triones and novel spiro triazolo[1,2-a]indazole-tetraones under solvent-free conditions [J].
Hasaninejad, Alireza ;
Zare, Abdolkarim ;
Shekouhy, Mohsen .
TETRAHEDRON, 2011, 67 (02) :390-400
[9]   Catalyst-Free One-Pot Four Component Synthesis of Polysubstituted Imidazoles in Neutral Ionic Liquid 1-Butyl-3-methylimidazolium Bromide [J].
Hasaninejad, Alireza ;
Zare, Abdolkarim ;
Shekouhy, Mohsen ;
Rad, Javad Ameri .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2010, 12 (06) :844-849
[10]   Bentonite Clay K-10 as an Efficient Reagent for the Synthesis of Quinoxaline Derivatives at Room Temperature [J].
Hasaninejad, Alireza ;
Zare, Abdolkarim ;
Shekouhy, Mohsen ;
Moosavi-Zare, Ahmad Reza .
E-JOURNAL OF CHEMISTRY, 2009, 6 :S247-S253