Sulfamic Acid Catalyzed One-Pot Synthesis of Polyhydroquinolines via the Hantzsch Four Component Condensation Reaction

被引:24
作者
Foroughifar, Naser [1 ]
Mobinikhaledi, Akbar [1 ]
Fard, Mohammad Ali Bodaghi [1 ]
Moghanian, Hassan [1 ]
Ebrahimi, Sattar [1 ]
机构
[1] Arak Univ, Dept Chem, Fac Sci, Arak 38156879, Iran
关键词
hantzsch; polyhydroquinoline; solvent-free; sulfamic acid; SOLVENT-FREE CONDITIONS; RECYCLABLE CATALYST; AMBIENT-TEMPERATURE; ROOM-TEMPERATURE; EFFICIENT; DERIVATIVES; ANTAGONISTS; AMINES;
D O I
10.1080/15533170902785075
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The synthesis of polyhydroquinoline derivatives has been achieved using catalytic amounts of green, inexpensive and environmentally benign sulfamic acid. The process is operationally simple and has good to excellent yields.
引用
收藏
页码:161 / 164
页数:4
相关论文
共 26 条
[1]   4-ARYLDIHYDROPYRIDINES, A NEW CLASS OF HIGHLY-ACTIVE CALCIUM-ANTAGONISTS [J].
BOSSERT, F ;
MEYER, H ;
WEHINGER, E .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1981, 20 (09) :762-769
[2]   Solid-phase synthesis of 4-aryl-1,4-dihydropyridines via the Hantzsch three component condensation [J].
Breitenbucher, JG ;
Figliozzi, G .
TETRAHEDRON LETTERS, 2000, 41 (22) :4311-4315
[3]   A recyclable and highly effective sulfamic acid/MeOH catalytic system for the synthesis of quinoxalines at room temperature [J].
Darabi, Hossein Reza ;
Mohandessi, Shabnam ;
Aghapoor, Kioumars ;
Mohsenzadeh, Farshid .
CATALYSIS COMMUNICATIONS, 2007, 8 (03) :389-392
[4]   Sulfamic acid as a novel, efficient, cost-effective, and reusable solid acid catalyst for the synthesis of pyrroles under solvent-free conditions [J].
De, Surya K. .
SYNTHETIC COMMUNICATIONS, 2008, 38 (05) :803-809
[5]   Multicomponent Hantzsch cyclocondensation as a route to highly functionalized 2- and 4-dihydropyridylalanines, 2- and 4-pyridylalanines, and their N-oxides:: preparation via a polymer-assisted solution-phase approach [J].
Dondoni, A ;
Massi, A ;
Minghini, E ;
Bertolasi, V .
TETRAHEDRON, 2004, 60 (10) :2311-2326
[6]   Sulfamic acid as a cost-effective catalyst instead of metal-containing acids for the one-pot synthesis of β-acetamido ketones [J].
Heravi, Majid M. ;
Ranjbar, Leila ;
Derikvand, Fatemeh ;
Bamoharram, Fatemeh E. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 276 (1-2) :226-229
[7]   K7[PW11CoO40]-catalyzed one-pot synthesis of polyhydroquinoline derivatives via the Hantzsch three component condensation [J].
Heravi, Majid M. ;
Bakhtiari, Khadijeh ;
Javadi, Negar M. ;
Bamoharram, Fatemeh F. ;
Saeedi, Mina ;
Oskooie, Hossein A. .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2007, 264 (1-2) :50-52
[8]   Sulfamic acid:: an efficient, cost-effective and recyclable solid acid catalyst for the three-component synthesis of α-amino nitriles [J].
Heydari, Akbar ;
Khaksar, Samad ;
Pourayoubi, Mehrdad ;
Mahjoub, Ali Reza .
TETRAHEDRON LETTERS, 2007, 48 (23) :4059-4060
[9]   Facile ionic liquids-promoted one-pot synthesis of polyhydroquinoline derivatives under solvent free conditions [J].
Ji, SJ ;
Jiang, ZQ ;
Lu, J ;
Loh, TP .
SYNLETT, 2004, (05) :831-835
[10]   Sulfamic acid as an efficient and recyclable catalyst for the ring opening of epoxides with amines and anilines:: An easy synthesis of β-amino alcohols under solvent-free conditions [J].
Kamal, Ahmed ;
Prasad, B. Rajendra ;
Reddy, A. Malla ;
Khan, M. Naseer A. .
CATALYSIS COMMUNICATIONS, 2007, 8 (12) :1876-1880