L-proline catalyzed solvent-free Knoevenagel condensation for the synthesis of 3-substituted coumarins

被引:62
作者
Karade, Nandkishor N. [1 ]
Gampawar, Sumit V.
Shinde, Sandeep V.
Jadhav, Wamanrao N.
机构
[1] Swami Ramanand Teerth Marathwada Univ, Sch Chem Sci, Nanded 431606, Maharashtra, India
[2] Dnyanopasak Coll, Parbhani 431401, Maharashtra, India
关键词
Knoevenagel condensation; coumarin; salicylaldehyde; L-proline; beta-ketoester; solvent-free synthesis;
D O I
10.1002/cjoc.200790311
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
L-Proline was utilized as an efficient organo-catalyst for the environmentally benign synthesis of 3-substituted. coumarins by the Knoevenagel condensation of substituted 2-hydroxybenzaldehydes with reactive methylene compounds under solvent free conditions.
引用
收藏
页码:1686 / 1689
页数:4
相关论文
共 45 条
[1]  
[Anonymous], 1875, J CHEM SOC, DOI DOI 10.1039/JS8752800010
[2]  
[Anonymous], LASER DYES
[3]   (S)-Proline as a neutral and efficient catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media [J].
Balalaie, S ;
Bararjanian, M ;
Amani, AM ;
Movassagh, B .
SYNLETT, 2006, (02) :263-266
[4]   Solvent-free one-pot rapid synthesis of 3-carboxycoumarins using focused microwaves [J].
Bandgar, BP ;
Uppalla, LS ;
Kurule, DS .
GREEN CHEMISTRY, 1999, 1 (05) :243-245
[5]   Montmorillonite KSF as an inorganic, water stable, and reusable catalyst for the knoevenagel synthesis of coumarin-3-carboxylic acids [J].
Bigi, F ;
Chesini, L ;
Maggi, R ;
Sartori, G .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (03) :1033-1035
[6]   Coumarins: Fast synthesis by Knoevenagel condensation under microwave irradiation [J].
Bogdal, D .
JOURNAL OF CHEMICAL RESEARCH-S, 1998, (08) :468-469
[7]  
Brufola G, 1996, HETEROCYCLES, V43, P1257
[8]   Synthesis and antimicrobial activity of some derivatives of (7-hydroxy-2-oxo-2H-chromen-4-yl)-acetic acid hydrazide [J].
Cacic, M ;
Trkovnik, M ;
Cacic, F ;
Has-Schon, E .
MOLECULES, 2006, 11 (2-3) :134-147
[9]   MICROWAVE-ASSISTED ORGANIC-REACTIONS [J].
CADDICK, S .
TETRAHEDRON, 1995, 51 (38) :10403-10432
[10]   New synthesis of flavanones catalyzed by L-proline [J].
Chandrasekhar, S ;
Vijeender, K ;
Reddy, KV .
TETRAHEDRON LETTERS, 2005, 46 (41) :6991-6993