Silica sulfuric acid-catalyzed expeditious environment-friendly hydrolysis of carboxylic acid esters under microwave irradiation

[1] Alizadeh, A., Khodaei, M. M., & Nazari, E. (2007). Silica sulfuric acid as an efficient solid acid catalyst for friedel-crafts acylation using anhydrides. Bulletin of the Korean Chemical Society, 28, 1854–1856. http://dx.doi.org/10.5012/bkcs.2007.28.10.185410.5012/bkcs.2007.28.10.1854Suche in Google Scholar

[2] Bazzicalupi, C., Bencini, A., Berni, E., & Vaira, M. D. (2005). Reaction pathways for Zn(II)-catalyzed carboxylic acid esters hydrolysis. Inorganica Chimica Acta, 358, 77–92. DOI: 10.1016/j.ica.2004.07.018. http://dx.doi.org/10.1016/j.ica.2004.07.01810.1016/j.ica.2004.07.018Suche in Google Scholar

[3] Bender, M. L. (1960). Mechanisms of catalysis of nucleophilic reactions of carboxylic acid derivatives. Chemical Reviews, 60, 53–113. DOI: 10.1021/cr60203a005. http://dx.doi.org/10.1021/cr60203a00510.1021/cr60203a005Suche in Google Scholar

[4] Bentley, T. W., Jurczyk, S., Roberts, K., & Williams, D. J. (1987). Ester hydrolysis in aqueous sulphuric acid effects of solvent ionizing power and nucleophilicity separated from the effects of protonation of substrate. Journal of the Chemical Society, Perkin Transactions 2, 1987, 293–299. DOI: 10.1039/P29870000293. 10.1039/p29870000293Suche in Google Scholar

[5] Gershonov, E., Katz, E., Karton, Y., & Zafrani, Y. (2007). Novel synthetic approach in microwave-assisted solid-supported oxidations using ‘in situ’ generated molecular oxygen. Tetrahedron, 63, 3762–3767. DOI: 10.1016/j.tet.2007.02.061. http://dx.doi.org/10.1016/j.tet.2007.02.06110.1016/j.tet.2007.02.061Suche in Google Scholar

[6] Kou, X., Cheng, S., Dua, J., Yu, X., & Zeng, X. (2004). Catalytic hydrolysis of carboxylic acid esters by Cu(II) and Zn(II) complexes containing a tetracoordinate macrocyclic Schiff base ligand in Brij35 micellar solution. Journal of Molecular Catalysis A: Chemical, 210, 23–29. DOI: 10.1016/j.molcata.2003.09.004. http://dx.doi.org/10.1016/j.molcata.2003.09.00410.1016/j.molcata.2003.09.004Suche in Google Scholar

[7] Li, J. T., Dai, H. G., Xu, W. Z., & Li, T. S. (2006a). Michael addition of indole to α,β-unsaturated ketones catalysed by silica sulfuric acid under ultrasonic irradiation. Journal of Chemical Research-S, 2006, 41–42. 10.3184/030823406776331025Suche in Google Scholar

[8] Li, Z., Ding, R. B., Lu, Z., Xiao, S. X., & Ma, X. L. (2006b). Silica sulfate as a recyclable and efficient catalyst for Beckmann rearrangement under microwave irradiation. Journal of Molecular Catalysis A: Chemical, 250, 100–103. DOI: 10.1016/j.molcata.2006.01.056. http://dx.doi.org/10.1016/j.molcata.2006.01.05610.1016/j.molcata.2006.01.056Suche in Google Scholar

[9] Ranu, B. C., Dutta, P., & Sarkar, A. (2000). An efficient and general method for ester hydrolysis on the surface of silica gel catalyzed by indium triiodide under microwave irradiation. Synthetic Communications, 30, 4167–4171. DOI: 10.1080/00397910008087033. http://dx.doi.org/10.1080/0039791000808703310.1080/00397910008087033Suche in Google Scholar

[10] Salehi, P., Zolfigol, M. A., Shirini, F., & Baghbanzadeh, M. (2006). Silica sulfuric acid and silica chloride as efficient reagents for organic reactions. Current Organic Chemistry, 10, 2171–2189. DOI: 10.2174/138527206778742650. http://dx.doi.org/10.2174/13852720677874265010.2174/138527206778742650Suche in Google Scholar

[11] Song, C. E., & Lee, S. G. (2002). Supported chiral catalysts on inorganic materials. Chemical Reviews, 102, 3495–3524. DOI: 10.1021/cr0103625. http://dx.doi.org/10.1021/cr010362510.1021/cr0103625Suche in Google Scholar

[12] Strazzolini, P., Misuri, N., & Polese, P. (2005). Efficient cleavage of carboxylic tert-butyl and 1-adamantyl esters, and N-Boc-amines using H2SO4 in CH2Cl2. Tetrahedron Letters, 46, 2075–2078. DOI: 10.1016/j.tetlet.2005.01.129. http://dx.doi.org/10.1016/j.tetlet.2005.01.12910.1016/j.tetlet.2005.01.129Suche in Google Scholar

[13] Strazzolini, P., Scuccato, M., & Giumanini, A. G. (2000). Deprotection of t-butyl esters of amino acid derivatives by nitric acid in dichloromethane. Tetrahedron, 56, 3625–3633. DOI: 10.1016/S0040-4020(00)00280-5. http://dx.doi.org/10.1016/S0040-4020(00)00280-510.1016/S0040-4020(00)00280-5Suche in Google Scholar

[14] Theodorou, V., Skobridis, K., Tzakos, A. G., & Ragoussis, V. (2007). A simple method for the alkaline hydrolysis of esters. Tetrahedron Letters, 48, 8230–8233. DOI: 10.1016/j.tetlet.2007.09.074. http://dx.doi.org/10.1016/j.tetlet.2007.09.07410.1016/j.tetlet.2007.09.074Suche in Google Scholar

[15] Wu, H., Shen, Y., Fan, L. Y., Wan, Y., Zhang, P., Chen, C. F., & Wang, W. X. (2007). Stereoselective synthesis of β-amino ketones via direct Mannich-type reaction catalyzed with silica sulfuric acid. Tetrahedron, 63, 2404–2408. DOI: 10.1016/j.tet.2007.01.015. http://dx.doi.org/10.1016/j.tet.2007.01.01510.1016/j.tet.2007.01.015Suche in Google Scholar

[16] Xu, Q. C., Lin, J. D., Li, J., Fu, X. Z., Liang, Y., & Liao, D. W. (2007). Microwave-assisted synthesis of MgO-CNTs supported ruthenium catalysts for ammonia synthesis. Catalysis Communications, 8, 1881–1885. DOI: 10.1016/j.catcom.2007.03.002. http://dx.doi.org/10.1016/j.catcom.2007.03.00210.1016/j.catcom.2007.03.002Suche in Google Scholar

[17] Yadav, J. S., Balanarsaiah, E., Raghavendra, S., & Satyanarayana, M. (2006). Chemoselective hydrolysis of tert-butyl esters in acetonitrile using molecular iodine as a mild and efficient catalyst. Tetrahedron Letters, 47, 4921–4924. DOI: 10.1016/j.tetlet.2006.05.011. http://dx.doi.org/10.1016/j.tetlet.2006.05.01110.1016/j.tetlet.2006.05.011Suche in Google Scholar

[18] Zolfigol, M. A. (2001). Silica sulfuric acid/NaNO2 as a novel heterogeneous system for production of thionitrites and disulfides under mild conditions. Tetrahedron, 57, 9509–9511. DOI: 10.1016/S0040-4020(01)00960-7. http://dx.doi.org/10.1016/S0040-4020(01)00960-710.1016/S0040-4020(01)00960-7Suche in Google Scholar