[BTBA]Cl-FeCl3 as an Efficient Lewis Acid Ionic Liquid for the Synthesis of Perimidine Derivatives

被引:12
作者
Bahrami, Kiumars [1 ,2 ]
Saleh, Sepideh [1 ]
机构
[1] Razi Univ, Dept Organ Chem, Fac Chem, Kermanshah 6714967346, Iran
[2] Razi Univ, NNRC, Kermanshah, Iran
关键词
perimidines; Lewis acid ionic liquid; naphthalene-1,8-diamine; BIOLOGICAL-ACTIVITY; SOLVENTS; TAUTOMERISM; AGENTS; MILD;
D O I
10.1080/15533174.2014.989602
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
An effective synthesis of various biologically important 2,3-dihydroperimidines from reaction of aldehydes and naphthalene-1,8-diamine has been developed using [BTBA]Cl-FeCl3 as an efficient Lewis acid ionic liquid. This method is a very simple and high yielding reaction for the preparation of the titled compounds. Different functional groups are tolerated under this reaction conditions including ether, phenol, amine, and alkene.
引用
收藏
页码:852 / 856
页数:5
相关论文
共 49 条
[1]  
Andrade CKZ, 2005, CURR ORG CHEM, V9, P195
[2]   Mild and highly efficient method for the synthesis of 2-arylbenzimidazoles and 2-arylbenzothiazoles [J].
Bahrami, Kiumars ;
Khodaei, M. Mehdi ;
Naali, Fardin .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (17) :6835-6837
[3]   Highly selective catalytic Friedel-Crafts sulfonylation of aromatic compounds using a FeCl3-based ionic liquid [J].
Bahrami, Kiumars ;
Khodei, Mohammad Mehdi ;
Shahbazi, Fomeida .
TETRAHEDRON LETTERS, 2008, 49 (24) :3931-3934
[4]   SBA-15-Pr-SO3H as nanoreactor catalyzed oxidation of sulfides into sulfoxides [J].
Bahrami, Kiumars ;
Khodaei, Mohammad M. ;
Fattahpour, Peyman .
CATALYSIS SCIENCE & TECHNOLOGY, 2011, 1 (03) :389-393
[5]   TAPC-Promoted Oxidation of Sulfides and Deoxygenation of Sulfoxides [J].
Bahrami, Kiumars ;
Khodaei, Mohammad M. ;
Arabi, Mehdi Sheikh .
JOURNAL OF ORGANIC CHEMISTRY, 2010, 75 (18) :6208-6213
[6]   Synthesis of 1,2-disubstituted benzimidazoles, 2-substituted benzimidazoles and 2-substituted benzothiazoles in SDS micelles [J].
Bahrami, Kiumars ;
Khodaei, Mohammad M. ;
Nejati, Akbar .
GREEN CHEMISTRY, 2010, 12 (07) :1237-1241
[7]   Direct Conversion of Thiols to Sulfonyl Chlorides and Sulfonamides [J].
Bahrami, Kiumars ;
Khodaei, Mohammad M. ;
Soheilizadt, Mehdi .
JOURNAL OF ORGANIC CHEMISTRY, 2009, 74 (24) :9287-9291
[8]   Ionic liquids and chirality: opportunities and challenges [J].
Baudequin, C ;
Baudoux, J ;
Levillain, J ;
Cahard, D ;
Gaumont, AC ;
Plaquevent, JC .
TETRAHEDRON-ASYMMETRY, 2003, 14 (20) :3081-3093
[9]   AZA-ENAMINES .6. REACTIONS OF N,N-DIALKYLHYDRAZONES OF AROMATIC-ALDEHYDES WITH SULFONYL ISOCYANATES [J].
BREHME, R ;
STROEDE, B .
JOURNAL FUR PRAKTISCHE CHEMIE, 1987, 329 (02) :246-258
[10]   Ionic liquids: Innovative fluids for chemical processing [J].
Brennecke, JF ;
Maginn, EJ .
AICHE JOURNAL, 2001, 47 (11) :2384-2389