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Microwave-Assisted Esterification of Gallic Acid
Corresponding Author(s) : Nian-Guang Li
Asian Journal of Chemistry,
Vol. 27 No. 4 (2015): Vol 27 Issue 4
Abstract
An efficient synthesis of alkyl gallates under microwave irradiation was described. The reaction took place in 6-10 mins, which was much shorter than the traditional synthetic methods, with almost quantitative yields.
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- M. Valko, D. Leibfritz, J. Moncol, M.T. Cronin, M. Mazur and J. Telser, Int. J. Biochem. Cell Biol., 39, 44 (2007); doi:10.1016/j.biocel.2006.07.001.
- O. Blokhina, E. Virolainen and K.V. Fagerstedt, Ann. Bot., 91, 179 (2003); doi:10.1093/aob/mcf118.
- B. Halliwell, Drugs Aging, 18, 685 (2001); doi:10.2165/00002512-200118090-00004.
- N.N. Mahmoud, A.M. Carothers, D. Grunberger, R.T. Belinski, M.R. Churchill, C. Martucci, H.L. Newmark and M.M. Bertagnolli, Carcinogenesis, 21, 921 (2000); doi:10.1093/carcin/21.5.921.
- Y.Y. Ow and I. Stupans, Curr. Drug Metab., 4, 241 (2003); doi:10.2174/1389200033489479.
- E. Klein and N. Weber, J. Agric. Food Chem., 49, 1224 (2001); doi:10.1021/jf000725m.
- A. Mahadevan and M.K. Reddy, J. Plant Pathol., 74, 87 (1968).
- N. Isoyama, K. Okazoe, N. Ichimura, Y. Sugihara and T. Kono, Nichidai Igaku Zasshi, 27, 270 (1968).
- A. Serrano, C. Palacios, G. Roy, C. Cespón, M.L. Villa, M. Nocito and P. González-Porqué, Arch. Biochem. Biophys., 350, 49 (1998); doi:10.1006/abbi.1997.0474.
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- L.A. Savi, P.C. Leal, T.O. Vieira, R. Rosso, R.J. Nunes, R.A. Yunes, T.B. Creczynski-Pasa, C.R.M. Barardi and C.M.O. Simões, Arzneimittelforschung, 55, 66 (2005); doi:10.1055/s-0031-1296825.
- I. Kubo, N. Masuoka, P. Xiao and H. Haraguchi, J. Agric. Food Chem., 50, 3533 (2002); doi:10.1021/jf011250h.
- C. Dufour, E. da Silva, P. Potier, Y. Queneau and O. Dangles, J. Agric. Food Chem., 50, 3425 (2002); doi:10.1021/jf011683k.
- M. Yoshino, M. Haneda, M. Naruse, H.H. Htay, S. Iwata, R. Tsubouchi and K. Murakami, Toxicol. In Vitro, 16, 705 (2002); doi:10.1016/S0887-2333(02)00061-9.
- E.J. Cho, T. Yokozawa, D.Y. Rhyu, S.C. Kim, N. Shibahara and J.C. Park, Phytomedicine, 10, 544 (2003); doi:10.1078/094471103322331520.
- G.A. Olah, T. Keumi and D. Meidar, Synthesis, 1978, 929 (1978); doi:10.1055/s-1978-24945.
- Y.Q. Li, Synth. Commun., 29, 3901 (1999); doi:10.1080/00397919908085911.
- G.S. Zhang, Synth. Commun., 29, 607 (1999); doi:10.1080/00397919908085809.
- H.H. Weetall, Appl. Biochem. Biotechnol., 11, 25 (1985); doi:10.1007/BF02824309.
- C.O. Kappe, Angew. Chem. Int. Ed., 43, 6250 (2004); doi:10.1002/anie.200400655.
- A. Loupy, Microwaves in Organic Synthesis, John Wiley and Sons, Inc.: New York, edn. 2 (2006).
- C. Zhang, L. Liao and S. Gong, Green Chem., 9, 303 (2007); doi:10.1039/b608891k.
References
M. Valko, D. Leibfritz, J. Moncol, M.T. Cronin, M. Mazur and J. Telser, Int. J. Biochem. Cell Biol., 39, 44 (2007); doi:10.1016/j.biocel.2006.07.001.
O. Blokhina, E. Virolainen and K.V. Fagerstedt, Ann. Bot., 91, 179 (2003); doi:10.1093/aob/mcf118.
B. Halliwell, Drugs Aging, 18, 685 (2001); doi:10.2165/00002512-200118090-00004.
N.N. Mahmoud, A.M. Carothers, D. Grunberger, R.T. Belinski, M.R. Churchill, C. Martucci, H.L. Newmark and M.M. Bertagnolli, Carcinogenesis, 21, 921 (2000); doi:10.1093/carcin/21.5.921.
Y.Y. Ow and I. Stupans, Curr. Drug Metab., 4, 241 (2003); doi:10.2174/1389200033489479.
E. Klein and N. Weber, J. Agric. Food Chem., 49, 1224 (2001); doi:10.1021/jf000725m.
A. Mahadevan and M.K. Reddy, J. Plant Pathol., 74, 87 (1968).
N. Isoyama, K. Okazoe, N. Ichimura, Y. Sugihara and T. Kono, Nichidai Igaku Zasshi, 27, 270 (1968).
A. Serrano, C. Palacios, G. Roy, C. Cespón, M.L. Villa, M. Nocito and P. González-Porqué, Arch. Biochem. Biophys., 350, 49 (1998); doi:10.1006/abbi.1997.0474.
E. Nomura, A. Hosoda, H. Morishita, A. Murakami, K. Koshimizu, H. Ohigashi and H. Taniguchi, Bioorg. Med. Chem., 10, 1069 (2002); doi:10.1016/S0968-0896(01)00361-3.
L.A. Savi, P.C. Leal, T.O. Vieira, R. Rosso, R.J. Nunes, R.A. Yunes, T.B. Creczynski-Pasa, C.R.M. Barardi and C.M.O. Simões, Arzneimittelforschung, 55, 66 (2005); doi:10.1055/s-0031-1296825.
I. Kubo, N. Masuoka, P. Xiao and H. Haraguchi, J. Agric. Food Chem., 50, 3533 (2002); doi:10.1021/jf011250h.
C. Dufour, E. da Silva, P. Potier, Y. Queneau and O. Dangles, J. Agric. Food Chem., 50, 3425 (2002); doi:10.1021/jf011683k.
M. Yoshino, M. Haneda, M. Naruse, H.H. Htay, S. Iwata, R. Tsubouchi and K. Murakami, Toxicol. In Vitro, 16, 705 (2002); doi:10.1016/S0887-2333(02)00061-9.
E.J. Cho, T. Yokozawa, D.Y. Rhyu, S.C. Kim, N. Shibahara and J.C. Park, Phytomedicine, 10, 544 (2003); doi:10.1078/094471103322331520.
G.A. Olah, T. Keumi and D. Meidar, Synthesis, 1978, 929 (1978); doi:10.1055/s-1978-24945.
Y.Q. Li, Synth. Commun., 29, 3901 (1999); doi:10.1080/00397919908085911.
G.S. Zhang, Synth. Commun., 29, 607 (1999); doi:10.1080/00397919908085809.
H.H. Weetall, Appl. Biochem. Biotechnol., 11, 25 (1985); doi:10.1007/BF02824309.
C.O. Kappe, Angew. Chem. Int. Ed., 43, 6250 (2004); doi:10.1002/anie.200400655.
A. Loupy, Microwaves in Organic Synthesis, John Wiley and Sons, Inc.: New York, edn. 2 (2006).
C. Zhang, L. Liao and S. Gong, Green Chem., 9, 303 (2007); doi:10.1039/b608891k.