[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
[11]   Synthesis and cytotoxic activity of 7-Oxo-7H-dibenz[f,ij]isoquinoline and 7-oxo-7H-benzo[e]perimidine derivatives [J].
Bu, XY ;
Deady, LW ;
Finlay, GJ ;
Baguley, BC ;
Denny, WA .
JOURNAL OF MEDICINAL CHEMISTRY, 2001, 44 (12) :2004-2014
[12]   Regio- and stereo-selective carbon-carbon bond formation in ionic liquids [J].
Calò, V ;
Nacci, A ;
Monopoli, A .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 214 (01) :45-56
[13]   A facile iodide-controlled fluorescent switch based on the interconversion between two- and three-coordinate copper(I) complexes [J].
Chou, Chang-Chuan ;
Liu, Hsueh-Ju ;
Chao, Lucas Hung-Chieh .
CHEMICAL COMMUNICATIONS, 2009, (42) :6382-6384
[14]  
CLARAMUNT RM, 1995, AN QUIM, V91, P151
[15]   Ionic liquid (molten salt) phase organometallic catalysis [J].
Dupont, J ;
de Souza, RF ;
Suarez, PAZ .
CHEMICAL REVIEWS, 2002, 102 (10) :3667-3691
[16]  
Dupont J, 2000, J BRAZIL CHEM SOC, V11, P337
[17]   POTENTIAL ANTITUMOR AGENTS .53. SYNTHESIS, DNA-BINDING PROPERTIES, AND BIOLOGICAL-ACTIVITY OF PERIMIDINES DESIGNED AS MINIMAL DNA-INTERCALATING AGENTS [J].
HERBERT, JM ;
WOODGATE, PD ;
DENNY, WA .
JOURNAL OF MEDICINAL CHEMISTRY, 1987, 30 (11) :2081-2086
[18]   REACTION OF 1,8-NAPHTHALENEDIAMINE WITH DIMETHYL AND DIETHYL ACETYLENEDICARBOXYLATES [J].
HONDA, K ;
NAKANISHI, H ;
YABE, A .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1983, 56 (08) :2338-2340
[19]   An efficient method for aromatic Friedel-Crafts acylation reactions [J].
Khodaei, Mohammad Mehdi ;
Bahrami, Kiumars ;
Shahbazi, Fomeida .
CHEMISTRY LETTERS, 2008, 37 (08) :844-845
[20]   Synthesis and biological activity of oxo-7H-benzo[e]perimidine-4-carboxylic acid derivatives as potent, nonpeptide corticotropin releasing factor (CRF) receptor antagonists [J].
Luthin, DR ;
Rabinovich, AK ;
Bhumralkar, DR ;
Youngblood, KL ;
Bychowski, RA ;
Dhanoa, DS ;
May, JM .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1999, 9 (05) :765-770