4-Dodecylbenzenesulfonic Acid (DBSA): an Inexpensive and Efficient Catalyst for Knoevenagel Condensation in Water
Keywords:
Knoevenagel reaction,DBSA, 4-Oxo-(4H)-1-benzopyran-3-carbaldehyde,Meldrum’s acidAbstract
An efficient method has been developed for the Knoevenagel condensation of 4-oxo-4H-benzopyran-3-carbaldehydes with Meldrum’s acid using4-Dodecylbenzenesulfonic acid (DBSA) as a catalyst in water medium at room temperature.The good yields, short reaction time, easy work-up, simplicity in operation and using an easily available and inexpensive catalyst are important features of this method.
References
- a) Cao YQ, Dai Z, Zhang R (2004) Synth Commun 34:2965; b) Sachan N, Kadam SS, Kulkarni VM (2007) Ind J Hetero Chem 17:57; c) Mahalle RS, Netankar PD, Bondge SP, Mane RA (2008) Green Chem Lett Rev 1:103; d) Saha M, Roy S, Chaudhuri S, Bhar S (2008) Green Chem Lett Rev 1:113.
- McNab H (1978) Chem Soc Rev 7:345.
- a) Daqing S, Yucheng W, Zaisheng L, Guiyuan D (2000) Synth Commun 30:713; b) Ren Z, Cao W, Tong W, Jing X (2002) Synth Commun 32:1947; c) Aimin S, Xiaobing W, Kit SL (2003) Tetrahedron Lett 44:1755; d) Desai UV, Pore DM, Mane RB, Solabannavao SB, Wadgaonkar PP (2004) Synth Commun 34: 25.
- Gerwick WH, Lopez A, Van Duyne GD, Clardy J, Ortiz W, Buez A (1979) Tetrahedron Lett 270:1986.
- a) Polykov VK, Shevtsova RG (1981)Ukr Khim Zh 47: 85; b) Hass G, Stanton J L, Vonprecher A, Paul WJ (1981) Hetero Chem 18 607; c) Treibs A, William R, Grimm D, Liebigs (1981) Ann Chem 3:306; d) Shkumat AP, Babich YP, Pivenko NS, Polyakov VK (1989) Zh Obshch Khim 59:1116; d) Prousek J (1993) Colt Czech Chem Commun 58:3014; e) Rama Sarma GVS, Reddy VM (1993) Ind J Hetero Chem3:111.
- Shindalkar SS, Madje BR, Shingare MS (2006) Ind J Chem Sec B 45:2571.
- a) Pawar SS, Shingare MS, Thore SN (2007) Lett Org Chem 4:486; b) Ren Y, Cai C Catal Lett 2007 118:134; c) Gong K, He Z-W, Xu Y, Fang D, Liu Z-L (2008) Monatsh Chem 139:913.
- Shrikhande, JJ. (2007). Res J Chem Envir 11: 82-83.
- Jin T S, Liu LB, Liu LB, Yin Y, Zhao Y, Li TS (2006)Lett Org Chem 3: 591-596.
- Peng YY, Zhang QL, Yuan JJ, Cheng J P (2008) Chinese J Chem 26: 2228-2232.
- Manabe K, Mori Y, Kobayashi S (2001) Tetrahedron 57: 2537-2544.
- Hatakeyama T, Chisaka Y, Kuroda C (2009) Helv Chim Acta 92: 1333-1340.
- Jin TS, Zhao RQ, Li TS (2006) Arkivoc 11: 176-182.
- Manabe K, Lumura S, Sun X M, Kobayashi S (2002) J Am Chem Soc 124: 11971-11978.
- Hota S K, Chatterjee A, Bhattacharya PK, Chattopadhyay P (2009) Green Chem 11: 169-176.
Downloads
Published
Issue
Section
License
Copyright (c) IJSRST

This work is licensed under a Creative Commons Attribution 4.0 International License.