New HA 14-1 analogues: synthesis of 2-amino-4-cyano-4H-chromenes

被引:66
作者
Moafi, Leila [1 ]
Ahadi, Somayeh [1 ]
Bazgir, Ayoob [1 ]
机构
[1] Shahid Beheshti Univ, Dept Chem, Tehran 1983963113, Iran
关键词
Multicomponent; Chromene; Malononitrile; Chromeno[2,3-d]pyrimidine; Salicylaldehyde; ONE-POT SYNTHESIS; 3-COMPONENT REACTION; 4H-CHROMENE DERIVATIVES; EFFICIENT SYNTHESIS; BIOLOGICAL-ACTIVITY; BCL-2; PROTEIN; SALICYLALDEHYDES; ISOCYANIDES; APOPTOSIS; CHEMISTRY;
D O I
10.1016/j.tetlet.2010.09.090
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of 2-amino-4-cyano-4H-chromene derivatives as new HA 14-1 analogues by a simple and efficient method is reported. In addition, the reaction of 2-amino-2H-chromene-3-carbonitriles, salicylaldehydes and amines results in the formation of new chromeno[2,3-d]pyrimidine derivatives. (C) 2010 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6270 / 6274
页数:5
相关论文
共 34 条
[1]   The Bcl-2 protein family: Arbiters of cell survival [J].
Adams, JM ;
Cory, S .
SCIENCE, 1998, 281 (5381) :1322-1326
[2]   One-pot synthesis and antibacterial activities of pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine-dione derivatives [J].
Bazgir, Ayoob ;
Khanaposhtani, Maryam Mohammadi ;
Soorki, Ali Abolhasani .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (21) :5800-5803
[3]   A novel three-component method for the synthesis of triazolo[1,2-a]indazole-triones [J].
Bazgir, Ayoob ;
Seyyedhamzeh, Mozhdeh ;
Yasaei, Zahra ;
Mirzaei, Peiman .
TETRAHEDRON LETTERS, 2007, 48 (50) :8790-8794
[4]   Simple coumarins and analogues in medicinal chemistry: Occurrence, synthesis and biological activity [J].
Borges, F ;
Roleira, F ;
Milhazes, N ;
Santana, L ;
Uriarte, E .
CURRENT MEDICINAL CHEMISTRY, 2005, 12 (08) :887-916
[5]   Parallel liquid-phase synthesis of benzopyrano[2,3-d]pyrimidine libraries [J].
Borisov, Alexander V. ;
Dzhavakhishvili, Sergey G. ;
Zhuravel, Irina O. ;
Kovalenko, Sergiy M. ;
Nikitchenko, Victor M. .
JOURNAL OF COMBINATORIAL CHEMISTRY, 2007, 9 (01) :5-8
[6]   The condensation of salicylaldehydes and malononitrile revisited:: Synthesis of new dimeric chromene derivatives [J].
Costa, Marta ;
Areias, Filipe ;
Abrunhosa, Luis ;
Venancio, Armando ;
Proenca, Fernanda .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (05) :1954-1962
[7]   Chemistry and biological activity of natural and synthetic prenyloxycoumarins [J].
Curini, M ;
Cravotto, G ;
Epifano, F ;
Giannone, G .
CURRENT MEDICINAL CHEMISTRY, 2006, 13 (02) :199-222
[8]   A novel reaction of 6-amino-uracils and isatins [J].
Dabiri, Minoo ;
Azimi, Seyyedeh Cobra ;
Khavasi, Hamid Reza ;
Bazgir, Ayoob .
TETRAHEDRON, 2008, 64 (30-31) :7307-7311
[9]  
Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO
[10]  
2-U