Abstract
Poly(4-vinylpyridine-co-ethylvinylbenzene) 25 % cross-linked (with divinylbenzene) has been found to be an effective heterogeneous catalyst for the synthesis of benzoyl fumarate from aldehyde and dimethyl acetylenedicarboxylate. Various aromatic aldehydes undergo this reaction with good yield in presence of 15 wt% of the catalyst. The catalyst was recovered and reused six times without appreciable alteration in activity.
Graphical abstract
Similar content being viewed by others
References
Reymond S, Cossy J (2008) Chem Rev 108:5359
Pindur U, Lutz G, Otto C (1993) Chem Rev 93:741
Yamada K, Ino K, Takashashi S, Ohashi T, Watanabe K (1988) N2-(1-carboxy-3-oxo-3-phenyl)-L-lysine derivatives, their preparation, and their use as intermediates for potential antihypertensives. Eur Patent EP 239062, 30 Sep 1987; Chem Abstr 109:110904z
Kagan HB, Riant O (1992) Chem Rev 92:1007
Ikeda T, Hirano H, Aoki K (1989) Preparation of benzoylacrylic acid esters as drug and agrochemical intermediates. Jpn Kokai 63130564, 2 June 1988; Chem Abstr 110:7866
Chosakon Y, Yamamoto N (1988) Process for the preparation of 3-benzoylacrylic acids as intermediates for food preservatives, perfumes, and drugs. Jpn Kokai 63104940, 10 May 1988; Chem Abstr 109:230551
Nippon Synthetic Chemical Industry (1983) Benzoylacrylic acid esters as fungicides. Jpn Kokai 5838202, 5 Mar 1983; Chem Abstr 99:1818
Nippon Synthetic Chemical Industry (1981) Benzoylacrylic acid esters as acaricides. Jpn Kokai 56127302, 6 Oct 1981; Chem Abstr 96:2180
Iesce MR, Cermola F, Piazza A, Graziano ML, Scarpati R (1995) Synthesis 439
Iesce MR, Cermola F, Graziano ML, Scarpati R (1994) Synthesis 944
Li C-Q, Shi M (2003) Org Lett 5:4273
Nair A, Sreekanth AR, Abhilash N, Biju AT, Devi BR, Menon RS, Rath NP, Srinivas R (2003) Synthesis 1895
Bayat M, Imanieh H, Hassanzadeh F (2010) Tetrahedron Lett 51:1873
Takahashi S, Ueda Y, Yanagida Y, Namito Y, Ohaska T, Watanabe K (1987) Process for the preparation of trans-β-benzoylacrylic acid esters. Eur Patent Appl EP204286, 10 Dec 1986; Chem Abstr 106:84179
Kashyap B, Phukan P (2013) RSC Adv 3:15327
Singh RSK, Kashyap B, Phukan P (2013) Tetrahedron Lett 54:6687
Acknowledgments
Financial Support from University Grants Commission, India (Grant No. 41-206/2012/SR), India, is gratefully acknowledged. BK thanks CSIR for the senior research fellowship.
Author information
Authors and Affiliations
Corresponding author
Electronic supplementary material
Below is the link to the electronic supplementary material.
Rights and permissions
About this article
Cite this article
Kashyap, B., Phukan, P. Poly(4-vinylpyridine-co-ethylvinylbenzene) as heterogeneous reusable catalyst for the synthesis of benzoyl fumarate. Monatsh Chem 147, 797–800 (2016). https://doi.org/10.1007/s00706-015-1531-7
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00706-015-1531-7