Solid state synthesis of 5-oxo-1,4,5,6,7,8-hexahydroquinoline derivatives without using solvent and catalyst

被引:12
作者
Jin, Tong-Shou [1 ]
Yin, Ying [1 ]
Liu, Li-Bin [1 ]
Li, Tong-Shuang [1 ]
机构
[1] Hebei Univ, Coll Chem & Environm Sci, Baoding 071002, Peoples R China
关键词
5-oxo-1,4,5,6,7,8-hexahydroquinoline derivatives; 1,3-diaryl-2-propen-1-one; 5,5-dimethyl-1,3-cyclohexanedione; solid state reaction;
D O I
10.3998/ark.5550190.0007.e05
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of substituted 5-oxo-1,4,5,6,7,8-hexahydroquinoline derivatives have been synthesized from 1,3-diaryl-2-propen-1-one and 5,5-dimethyl-1,3-cyclohexanedione in the presence of ammonium acetate by solid state reaction at 80 degrees C with high yields (82-92%) without using solvent and catalyst. This method provides several advantages such as operational simplicity, neutral condition, high yields and environment friendly.
引用
收藏
页码:28 / 34
页数:7
相关论文
共 17 条
[1]   DESIGN, SYNTHESIS, AND PHARMACOLOGICAL ACTIVITIES OF 2-SUBSTITUTED 4-PHENYLQUINOLINES AS POTENTIAL ANTIDEPRESSANT DRUGS [J].
ALHAIDER, AA ;
ABDELKADER, MA ;
LIEN, EJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (10) :1394-1398
[2]   2,4-DIAMINO-6,7-DIMETHOXYQUINOLINE DERIVATIVES AS ALPHA-1-ADRENOCEPTOR ANTAGONISTS AND ANTIHYPERTENSIVE AGENTS [J].
CAMPBELL, SF ;
HARDSTONE, JD ;
PALMER, MJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1988, 31 (05) :1031-1035
[3]  
Hesson D. P., 1987, U. S. patent, Patent No. [US4680299 A, 4680299]
[4]  
Hu XY, 2005, J CHEM RES, P697
[5]   Three-dimensional quantitative structure-activity relationship of 1,4-dihydropyridines as antitubercular agents [J].
Kharkar, PS ;
Desai, B ;
Gaveria, H ;
Varu, B ;
Loriya, R ;
Naliapara, Y ;
Shah, A ;
Kulkarni, VM .
JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (22) :4858-4867
[6]   Solid-state photoreaction in two-component molecular crystals of thienylacetic acids and aza aromatic compounds [J].
Koshima, H ;
Matsushige, D ;
Miyauchi, M ;
Fujita, J .
TETRAHEDRON, 2000, 56 (36) :6845-6852
[7]  
MARQARITA S, 1999, TETRAHEDRON, V55, P875
[8]   Pharmacological approaches to inhibit endogenous glucose production as a means of anti-diabetic therapy [J].
McCormack, JG ;
Westergaard, N ;
Kristiansen, M ;
Brand, CL ;
Lau, J .
CURRENT PHARMACEUTICAL DESIGN, 2001, 7 (14) :1451-1474
[9]  
MORIMOTO Y, 1991, Synlett, P202
[10]  
NISHIKAWA M, 1992, J HETEROCYCLIC CHEM, V29, P619