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Synthesis of Dibenzo[b,i]xanthene-5,7,12,14(13H)-tetraone using p-Toluenesulfonic Acid as Catalyst
Corresponding Author(s) : Manickam Pramesh
Asian Journal of Chemistry,
Vol. 34 No. 5 (2022): Vol 34 Issue 5, 2022
Abstract
This methodology involves synthesis of dibenzo xanthene tetraone by one pot multicomponent reaction of 2-hydroxy-1,4-naphthoquinone and pyrazole aldehyde in presence of p-toluenesulfonic acid (PTSA) as catalyst in ethylene glycol at 75-95 ºC. This protocol provides excellent yields (80-90%) involving simple workup procedures and purification techniques. By using several spectroscopic techniques the compounds were characterized.
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- B.A.D. Neto, R.O. Rocha and M.O. Rodrigues, Molecules, 27, 132 (2022); https://doi.org/10.3390/molecules27010132
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References
B.A.D. Neto, R.O. Rocha and M.O. Rodrigues, Molecules, 27, 132 (2022); https://doi.org/10.3390/molecules27010132
V. Kumar Vishvakarma, B. Nand, V. Kumar, K. Kumari, I. Bahadur and P. Singh, Comput. Toxicol., 16, 100140 (2020); https://doi.org/10.1016/j.comtox.2020.100140
M. Maia, D.I.S.P. Resende, F. Durães, M.M.M. Pinto and E. Sousa, Eur. J. Med. Chem., 210, 113085 (2021); https://doi.org/10.1016/j.ejmech.2020.113085
L.A. Adeniran, A.L. Ogundajo and A.O.T. Ashafa, South Afr. J. Bot., 135, 330 (2020); https://doi.org/10.1016/j.sajb.2020.08.023
R.M. Naidu Kalla, M. Akkarapalli and H. Osman, J. Drug Metab. Toxicol., 5, 3 (2014); https://doi.org/10.4172/2157-7609.1000167
A. Rahmati, Chin. Chem. Lett., 21, 761 (2010); https://doi.org/10.1016/j.cclet.2010.02.014
F. Nemati and S. Sabaqian, J. Saudi Chem. Soc., 21(suppl. 1), S383 (2017); https://doi.org/10.1016/j.jscs.2014.04.009
N.G. Khaligh and F. Shirini, Ultrason. Sonochem., 22, 397 (2015); https://doi.org/10.1016/j.ultsonch.2014.06.020
A. Chaudhary and J.M. Khurana, Curr. Org. Synth., 15, 341 (2018); https://doi.org/10.2174/1570179414666171011162902
J.V. Madhav, B.S. Kuarm and B. Rajitha, ARKIVOC, 204 (2008); https://doi.org/10.3998/ark.5550190.0009.222
A. Bazgir, Z.N. Tisseh and P. Mirzaei, Tetrahedron Lett., 49, 5165 (2008); https://doi.org/10.1016/j.tetlet.2008.06.077
S.U. Bhat, R.A. Naikoo, M.A. Mir, R.A. Bhat, M.A. Malla and R. Tomar, J. Mater., 2016, 7908584 (2016); https://doi.org/10.1155/2016/7908584
S.M. El-Dafrawy, R.S. Salama, S.A. El-Hakam and S.E. Samra, J. Mater. Res. Technol., 9, 1998 (2020); https://doi.org/10.1016/j.jmrt.2019.12.032
G.H. Mahdavinia, S. Rostamizadeh, A.M. Amani and Z. Emdadi, Ultrason. Sonochem., 16, 7 (2009); https://doi.org/10.1016/j.ultsonch.2008.05.010
Z.N. Tisseh, S.C. Azimi, P. Mirzaei and A. Bazgir, Dyes Pigments, 79, 273 (2008); https://doi.org/10.1016/j.dyepig.2008.04.001
Y. Li, Y. Zhao, T. Yu, W. Su, R. Wang, H. Ma and L. Qian, Synth. Met., 277, 116771 (2021); https://doi.org/10.1016/j.synthmet.2021.116771
D. Khaki, H. Namazi and S.M. Amininasab, React. Funct. Polym., 158, 104780 (2021); https://doi.org/10.1016/j.reactfunctpolym.2020.104780
P. Bansal, N. Kaur, C. Prakash and G.R. Chaudhary, Vacuum, 157, 9 (2018); https://doi.org/10.1016/j.vacuum.2018.08.018
M.A. Bhat, M.A. Al-Omar, A.M. Naglah and A.A. Khan, J. Saudi Chem. Soc., 24, 425 (2020); https://doi.org/10.1016/j.jscs.2020.03.006
R.S. Salama, S.M. El-Bahy and M.A. Mannaa, Colloids Surf. A Physicochem. Eng. Asp., 628, 127261 (2021); https://doi.org/10.1016/j.colsurfa.2021.127261
U. Kusampally, R. Varala, C.R. Kamatala and S. Abbagoni, Chem. Data Collect., 20, 100201 (2019); https://doi.org/10.1016/j.cdc.2019.100201
H. Naeimi and Z. Ansarian, J. Taiwan Inst. Chem. Eng., 85, 265 (2018); https://doi.org/10.1016/j.jtice.2018.01.047