Chromeno[2,3-d]pyrimidine-triones Synthesis by a Three-Component Coupling Reaction

被引:26
作者
Ghahremanzadeh, Ramin [1 ,2 ]
Fereshtehnejad, Fatemeh [1 ]
Bazgir, Ayoob [1 ]
机构
[1] Shahid Beheshti Univ, Dept Chem, Tehran 1983963113, Iran
[2] ACECR, Avicenna Res Inst, Nanobiotechnol Res Ctr, Tehran 196151177, Iran
关键词
chromeno[2,3-d]pyrimidine; cyclohexane-1,3-dione; barbituric acid; aldehyde; ONE-POT SYNTHESIS; IMMUNODEFICIENCY-VIRUS TYPE-1; EFFICIENT SYNTHESIS; DERIVATIVES; MICROWAVE; AGENTS; CYCLIZATION;
D O I
10.1248/cpb.58.516
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A simple and one-pot synthesis of new chromeno[2,3-d]pyrimidine-triones by a three-component condensation reaction of barbituric acids, aldehydes and cyclohexane-1,3-diones in refluxing ethanol in the presence of p-toluenesulfonic acid (p-TSA) for 3-10 h is reported. Two cyclohexane-1,3-diones, four barbituric acids and six substituted aldehydes were chosen for the library validation. Prominent among the advantages of this new method are operational simplicity, good yields and easy work-up procedures employed.
引用
收藏
页码:516 / 520
页数:5
相关论文
共 55 条
[11]  
Dabiri M, 2008, HETEROCYCLES, V75, P87
[12]   Facile three-components, one-pot synthesis of pyrimido[4,5-d]pyrimidine-2,5-dione derivatives under microwave-assisted conditions [J].
Dabiri, Minoo ;
Arvin-Nezhad, Hamid ;
Khavasi, Hamid R. ;
Bazgir, Ayoob .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2007, 44 (05) :1009-1011
[13]   A novel and efficient synthesis of pyrimido[4,5-d]pyrimidine-2,4,7-trione and pyrido[2,3-d:6,5-d] dipyrimidine-2,4,6,8-tetrone derivatives [J].
Dabiri, Minoo ;
Arvin-Nezhad, Harnid ;
Khavasi, Hamid Reza ;
Bazgir, Ayoob .
TETRAHEDRON, 2007, 63 (08) :1770-1774
[14]   A novel three-component, one-pot synthesis of 1,2-dihydro-1-arylnaphtho [1,2-e][1,3]oxazine-3-one derivatives under microwave-assisted and thermal solvent-free conditions [J].
Dabiri, Minoo ;
Delbari, Akram Sadat ;
Bazgir, Ayoob .
SYNLETT, 2007, (05) :821-823
[15]  
Dabiri M, 2007, HETEROCYCLES, V71, P543
[16]   Uncatalysed Knoevenagel condensation in aqueous medium at room temperature [J].
Deb, ML ;
Bhuyan, PJ .
TETRAHEDRON LETTERS, 2005, 46 (38) :6453-6456
[17]   HIV-1-SPECIFIC RT INHIBITORS - HIGHLY SELECTIVE INHIBITORS OF HUMAN-IMMUNODEFICIENCY-VIRUS TYPE-1 THAT ARE SPECIFICALLY TARGETED AT THE VIRAL REVERSE-TRANSCRIPTASE [J].
DECLERCQ, E .
MEDICINAL RESEARCH REVIEWS, 1993, 13 (03) :229-258
[18]   A novel three-component one-pot synthesis of pyrano[2,3-d]pyrimidines and pyrido[2,3-d]pyrimidines using microwave heating in the solid state [J].
Devi, I ;
Kumar, BSD ;
Bhuyan, PJ .
TETRAHEDRON LETTERS, 2003, 44 (45) :8307-8310
[19]  
Dömling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO
[20]  
2-U