Copyright (c) 2025 Markandeya sarma Vangala, Himabindu Gandham, Sridhar Chidara, Venkateswara Rao Battula

This work is licensed under a Creative Commons Attribution 4.0 International License.
Iron(II) Chloride Catalyzed Ligand-Free Double Carbonylation of o-Diiodoarenes with Anilines: A Novel Synthetic Approach to Phthalimide Derivatives
Corresponding Author(s) : Gandham Hima Bindu
Asian Journal of Chemistry,
Vol. 37 No. 10 (2025): Vol 37 Issue 10, 2025
Abstract
Herein, an iron-catalyzed, ligand-free method for the double carbonylation of ortho-diiodoarenes with anilines in the presence of carbon monoxide is reported. This protocol proceeds efficiently, affording N-substituted phthalimides with excellent selectivity and high yields. The results highlight a novel and sustainable synthetic approach to phthalimide derivatives, underscoring the potential of iron catalysis in heterocycle construction.
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Z. Rezaei, S. Moghimi, R. Javaheri, M. Asadi, M. Mahdavi, S. Shabani, N. Edraki, O. Firuzi, M. Safavi, M. Amini, A. Asadipour, E. Zeinalzadeh, L. Firoozpour and A. Foroumadi, Lett. Drug Des. Discov., 14, 1138 (2017); https://doi.org/10.2174/1570180814666170127164759
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K.M. Amin, A.H. El-Masry, N.A. Mohamed, G.E.A. Awad and B.S. Habib, Der Pharm. Chem., 5, 97 (2013).
X.-B. Meng, D. Han, S.-N. Zhang, W. Guo, J.-R. Cui and Z.-J. Li, Carbohydr. Res., 342, 1169 (2007); https://doi.org/10.1016/j.carres.2007.03.009
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A. Orzeszka, B. Kaminsaka, G. Orzesko and B.J. Stareerciak, Il Farmaco, 55, 619 (2000); https://doi.org/10.1016/S0014-827X(00)00075-6
M. Siadak and K.M. Sullivan, Blood Rev., 8, 154 (1994); https://doi.org/10.1016/0268-960X(94)90076-T
D. Wallach, Cytokine Growth Factor Rev., 7, 211 (1996); https://doi.org/10.1016/S1359-6101(96)00032-9
M. Pasparakis, L. Alexopoulou, E. Douni and G. Kollias, Cytokine Growth Factor Rev., 7, 223 (1996); https://doi.org/10.1016/S1359-6101(96)00031-7
S.-T. Xue, H.-F. Guo, M.-J. Liu, J. Jin, D.-H. Ju, Z.-Y. Liu and Z.-R. Li, Eur. J. Med. Chem., 96, 151 (2015); https://doi.org/10.1016/j.ejmech.2015.04.016
Q.J. Lin, F. Yang, C. Jin and D. Fu, World J. Gastroenterol., 21, 7988 (2015); https://dx.doi.org/10.3748/wjg.v21.i26.7988
P.C. Appelbaum and P.A. Hunter, Int. J. Antimicrob. Agents, 16, 5 (2000); https://doi.org/10.1016/S0924-8579(00)00192-8
J.M. Frere, Mol. Microbiol., 16, 385 (1995); https://doi.org/10.1111/j.1365-2958.1995.tb02404.x
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U. Sharma, P. Kumar, N. Kumar and B. Singh, Mini-Rev. Med. Chem., 10, 678 (2010); https://doi.org/10.2174/138955710791572442
P. Wójcik and A.M. Trzeciak, Appl. Catal. A: Gen., 560, 73 (2018); https://doi.org/10.1016/j.apcata.2018.04.043
D.N. Sawant, Y.S. Wagh, K.D. Bhatte and B.M. Bhanage, Eur. J. Org. Chem., 2011, 6719 (2011); https://doi.org/10.1002/ejoc.201101000
R.J. Perry and S.R. Turner, J. Org. Chem., 56, 6573 (1991); https://doi.org/10.1021/jo00023a023
X.F. Wu, S. Oschatz, M. Sharif, A. Flader, L. Krey, M. Beller and P. Langer, Adv. Synth. Catal., 355, 3581 (2013); https://doi.org/10.1002/adsc.201300585
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C. Bolm, J. Legros, J. Le Paih and L. Zani, Chem. Rev., 101, 6217 (2004); https://doi.org/10.1021/cr040664h
G. Cera and L. Ackermann, Top. Curr. Chem., 374, 57 (2016); https://doi.org/10.1007/s41061-016-0059-6
H. Diao, Y. Chen and F. Liu, Molecules, 30, 250 (2025); https://doi.org/10.3390/molecules30020250
I. Bauer, Curr. Org. Chem., 12, 1341 (2008); https://doi.org/10.2174/138527208786241556
A.K. Andrea and F.M. Kerton, Polym. J., 53, 29 (2021); https://doi.org/10.1038/s41428-020-00395-6
R.R. Putta, S. Chun, S.H. Choi, S.B. Lee, D.C. Oh and S. Hong, J. Org. Chem., 85, 15396 (2020); https://doi.org/10.1021/acs.joc.0c02191
H. Zhao, H. Du, X. Yuan, T. Wang and W. Han, Green Chem., 18, 5782 (2016); https://doi.org/10.1039/C6GC02158A
Y. Zhong and W. Han, Chem. Commun., 50, 3874 (2014); https://doi.org/10.1039/C4CC00688G
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