Synthesis of tacrine derivatives under solventless conditions

被引:19
作者
Khalilzadeh, Mohammad A. [1 ]
Hosseini, Abolfazl [1 ]
Tajbakhsh, Mahmoud [1 ]
机构
[1] Islamic Azad Univ, Dept Chem, Qaemshahr, Iran
关键词
D O I
10.1002/jhet.5570440305
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Effects of microwave irradiation on the solid-phase synthesis of tacrine and its derivatives have been evaluated. Preparation of tacrine analogues under conventional conditions suffers from poor synthetic efficiency and usually gives low yield. Reaction of substituted anthranilonitrile with cyclohexanone under microwave irradiation gave a good to excellent yield of the corresponding substituted 9-amino-1,2,3,4-tetrahydroacridines.
引用
收藏
页码:535 / 538
页数:4
相关论文
共 50 条
[31]  
Metzger JO, 1998, ANGEW CHEM INT EDIT, V37, P2975, DOI 10.1002/(SICI)1521-3773(19981116)37:21<2975::AID-ANIE2975>3.0.CO
[32]  
2-A
[33]   Solvent-free Robinson annelation reaction [J].
Miyamoto, H ;
Kanetaka, S ;
Tanaka, K ;
Yoshizawa, K ;
Toyota, S ;
Toda, F .
CHEMISTRY LETTERS, 2000, (08) :888-889
[34]  
MOHS RC, 1987, PSYCHOPHARMACOLOGY 3
[35]  
MOORE JA, 1963, TETRAHEDRON LETT, P1277
[36]  
Neilsen J.A., 1988, EUR J PHARMACOL, V173, P53
[37]   A tentative rationalization of microwave effects in organic synthesis according to the reaction medium, and mechanistic considerations [J].
Perreux, L ;
Loupy, A .
TETRAHEDRON, 2001, 57 (45) :9199-9223
[38]   THE CHOLINERGIC HYPOTHESIS - 10 YEARS ON [J].
PERRY, EK .
BRITISH MEDICAL BULLETIN, 1986, 42 (01) :63-69
[39]   DISCOVERY OF A NOVEL TETRAHYDROACRIDINE ACETYLCHOLINESTERASE INHIBITOR THROUGH AN INDEXED COMBINATORIAL LIBRARY [J].
PIRRUNG, MC ;
CHAU, JHL ;
CHEN, JL .
CHEMISTRY & BIOLOGY, 1995, 2 (09) :621-626
[40]   SAR of 9-amino-1,2,3,4-tetrahydroacridine-based acetylcholinesterase inhibitors: Synthesis, enzyme inhibitory activity, QSAR, and structure-based CoMFA of tacrine analogues [J].
Recanatini, M ;
Cavalli, A ;
Belluti, F ;
Piazzi, L ;
Rampa, A ;
Bisi, A ;
Gobbi, S ;
Valenti, P ;
Andrisano, V ;
Bartolini, M ;
Cavrini, V .
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (10) :2007-2018